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Rescuing Hotels from the Brink with Jake Isaacs
Episode 410th August 2025 • The Room Key • Chase Keller, CCIM
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When you’re facing failed QA inspections, bad guest reviews, and the threat of losing your franchise flag, there’s no time for slow fixes—you need a turnaround expert. Jake Isaacs has made a career out of stepping into these high-pressure situations and leading hotels back to health.

In this episode of The Room Key, Jake sits down with Chase Keller to discuss his remarkable journey: growing up across the U.S., launching his first business in high school, entering hospitality as a chief engineer, and quickly rising to general manager.

Jake walks us through a real-world turnaround story—how he revived a struggling SpringHill Suites in Dallas, passed critical QA inspections, rebuilt guest satisfaction scores, and did it all without big budgets. He shares insights on leadership, cross-training teams, removing “pain points” for guests, and why a $7 toilet flapper can be worth thousands in revenue.

Whether you’re a hotel owner, manager, or just love behind-the-scenes stories of operational success, this episode delivers practical takeaways and inspiring leadership lessons.

Transcripts

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(Transcribed by TurboScribe.ai. Go Unlimited to remove this message.) One of my very early mentors in the

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hospitality space told me, she told me one

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day, she's like, if you're not doing something

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every day to teach someone how to do

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something that you know how to do, then

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you've wasted your time.

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Thanks for coming in, drop your bags and

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welcome to the Today, I am exceptionally excited

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to have Jake Isaacs come on to the

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podcast.

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He's got some very interesting stories.

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Jake, when I first heard about what you've

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done in hospitality, the only thing in my

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mind is Winston Wolfe from Pulp Fiction.

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You're coming in with your tux and you

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are taking care of business.

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Taking care of business, exactly.

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But first off, I love origin stories.

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Sure.

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Jake, where were you born?

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Where'd you grow up?

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Yeah.

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So that's kind of a funny story.

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By the time I turned 18, my parents

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had moved 12 times.

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And so I have lived all across the

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United States.

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It's been just a real blessing to be

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able to experience so much of this great

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country.

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So for the longest time, I told people

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that I was born in Boston, Massachusetts, but

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that's actually a lie because my real birthplace

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was Nashua, New Hampshire, not even the same

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state.

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But I could spell Boston a lot easier

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than I could spell Nashua, New Hampshire.

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And so I just rolled with that.

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Yeah.

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And so like on all of my government

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forms, I have through 40 years of my

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life, put Boston, Massachusetts as my place of

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birth.

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All right.

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As long as you're consistent.

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Yeah, I'm consistent.

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Exactly.

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So, you know, but I was born in

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born in Nashua, New Hampshire, and my family

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just moved around a lot.

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My dad was in sales and I joke

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that he was either really good at what

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he did or he sucked at it.

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But like every time we just kind of

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kept climbing the ladder and go in different

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places and he seemed to have more influence

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and more success everywhere he went.

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Yeah.

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Did you have a favorite place?

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Yeah.

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I think that when I think about my

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childhood and like where I'm from, we spent

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my elementary school years here in Kansas City

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where we're recording this episode.

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And that is when I think about the

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most fond memories of my childhood.

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It all stems from Kansas City.

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OK.

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So, yeah.

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Who was Jake as a kid?

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I mean, my mom would probably disagree with

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what I'm about to say, but I think

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Jake as a kid, he was he was

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very driven.

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I have a brother who's 16 months younger

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than I am.

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And so I was a protector.

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He and I have been best friends our

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entire lives.

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We we had to be because we were

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like our own support network as we moved

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around the country to all of these different

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places.

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Sure.

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So he was athletic.

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He was fun.

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He struggled in school and he he had

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a heart for protecting people.

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Yes.

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Yeah.

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That's awesome.

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All right.

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So growing up, what was your first job?

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Yeah.

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So my first W-2 job was working

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for the Chicago Bears.

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Really?

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Yes.

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I joke that being a good kid in

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high school actually does pay off for people

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because unbeknownst to anyone in high school, the

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locker room attendant at my high school also

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moonlighted for the Chicago Bears.

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And one day he came up to me,

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he said, hey, I've been watching you for

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the last couple of years, which might sound

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creepy coming from the locker room attendant.

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A little bit.

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Yeah.

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All right.

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But he's like, you seem to be a

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really good kid.

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You've got a good head on your shoulders.

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There is an opportunity with Chicago Bears.

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I would like to put your name up

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for an interview.

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Nice.

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And so he did that.

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And I went and I got the job.

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And so I worked for three seasons for

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the Chicago Bears.

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What age did you start?

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I started as a sophomore in high school.

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Okay.

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Yeah.

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So I worked there my sophomore, junior and

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senior year of high school.

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Nice.

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Yep.

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It was a blast.

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That's a good gig.

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Yeah.

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It was a really good gig.

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Really good gig.

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The first entrepreneurial money-making scheme that I

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got myself into though, was my brother and

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I ran a paintball company.

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Really?

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And so we leased some farmland.

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We were living in Chicago at the time

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because of the Chicago Bears, but we were

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in Chicago at the time.

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And so we leased some farmland on the

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Illinois, Wisconsin border.

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And we just charged our buddies to come

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play paintball with us for the day.

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So we'd hundred bucks to come play all

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you could play and eat.

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And you know, we'd walk away with a

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weekend, $4,000 in cash.

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And really?

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Oh yeah.

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It was incredible.

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That's a lot of money.

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It's a ton of money.

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Yeah.

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Yeah.

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That's incredible.

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Right.

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Still in, while in high school.

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Still while in high school.

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Yep.

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That's awesome.

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Yep.

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I love it.

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How long did you have that?

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We did it for about four years.

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When I went away to college, my brother

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didn't do it on his own anymore.

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Yeah.

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Yeah.

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But we started when I was a freshman.

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That's incredible.

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I had no idea.

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Yeah.

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Yeah.

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Yeah.

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Or were you good?

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At paintball?

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Yeah.

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No.

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Okay.

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No.

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Good.

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Terrible.

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Good.

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Terrible.

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Me too.

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But I was extremely good at like collecting

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money and telling people that they should come

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play with us.

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Yes.

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The important part.

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Right.

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I was good at solving problems.

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Yes.

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Nice.

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Yeah.

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I love that.

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All right.

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So how, we'll get into how that led

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to where you are today, but where did

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you go after that?

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Did you go to college?

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I did go to college.

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Okay.

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Yeah.

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I went to a small Native American college

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in Lawrence, Kansas.

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It's called Haskell Indian Nations University.

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Okay.

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So it's partially funded by the Bureau of

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Indian Affairs.

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And so that's where I went to college.

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Awesome.

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Major?

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Business administration.

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Okay.

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Makes sense.

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With a minor in speech communication.

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All right.

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Yeah.

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Awesome.

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So where did you, where did you go

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from there?

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Yeah.

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So my, I disappointed my parents.

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Good.

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I went, I went for my freshman, junior

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or freshman, sophomore and junior year of college.

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And then I dropped out for five years.

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Okay.

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And so I ended up going back and

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finishing, but it took me about 10 years

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to finish my college education because I, I

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dropped out to pursue success in a multi

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-level marketing business.

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I was on fire for, and the best

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practical business school I could have gone to.

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Absolutely.

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Yeah.

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Absolutely.

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Did it work?

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Did you learn?

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A ton.

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Did you make a little bit of money?

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A little bit of money.

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All right.

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Yeah.

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And just a ton of life lessons.

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And if you got back to college to

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finish it up, that's, that's absolutely a success

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to me.

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So what, obviously getting into the hospitality, when

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was your first venture into the hospitality world?

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Yeah.

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So after I had dropped out of college,

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I'd moved back to Kansas city.

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I'd gotten married.

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We were married for about seven years.

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And then we got divorced and in the

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process of me, like recovering from the divorce

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and trying to find myself, I moved to

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Dallas to be closer to my brother and

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just to start life over again.

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We had so many like friends and memories

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here in Kansas city.

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I just didn't feel like I could continue

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to live here as I was trying to

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heal myself and find myself after the divorce.

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And when I got to Dallas, my buddy

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introduced me to a friend of his and

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that friend happened to be a regional vice

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president for a hospitality company that was based

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out of Dallas.

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Okay.

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And he knew a little bit about my

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background.

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And part of my story is that I

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used to run a home handyman company.

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And so he's like, Hey, I've got a

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couple of Marriott properties that doesn't have a

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chief engineer.

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And so you don't have a job.

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Why don't you go screw in light bulbs

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and plunge toilets for me until you figure

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out what you want to do with your

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life.

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And it was just mutually beneficial for both

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of us.

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And what I wasn't expecting to do chase

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was just fall in love with it.

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Like every time I walked by the front

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desk, I would ask someone to teach me

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something new about the computer system.

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And, and I just absolutely fell in love

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with hospitality.

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And within six months of that first chief

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engineer job, I was promoted to an assistant

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general manager job at one of the hotels.

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I was chief engineer one AGM of the

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other.

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Okay.

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And then within a year, they made me

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GM of my own hotel.

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And from there, it was kind of off

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to the races.

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This is still in Dallas, still in the

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Dallas area.

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Okay.

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Yep.

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All right.

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What, what, what level of class all select

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service?

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Okay.

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Yep.

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So primarily Hilton and Marriott at the time

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when I first got started, I was working

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for Marriott properties and in the Marriott world,

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they called them seafirst.

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So it was courtyard Fairfield, Spring Hill town

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place.

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Okay.

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So kind of all seafirst hotels for Marriott.

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Okay.

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And so you got your first GM role.

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Give us, how was that experience?

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How long did you do that role in

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that hotel?

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Yeah.

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I was the general manager of that first

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hotel.

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It was a Spring Hill suites.

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And I was a general manager there for

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three years before the ownership group that owned

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that hotel ended up selling it selling off.

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Yep.

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And when they, and when they sold the

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hotel, they retained me, or I'm sorry, they

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retained my staff, but they didn't, they brought

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in their own management team.

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And so my management company sent me somewhere

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else.

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Yeah.

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So you, you were out of a job

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there, but the same company sent you to

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a different hotel.

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Yep.

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Still in the Dallas area, still in the

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Dallas area.

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Okay.

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What was that transition?

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Like, is it easy?

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I mean, cause you are used to being

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uprooted and moved all over the place.

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So was it an easy transition where you,

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you know, putting down some roots in that

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hotel anyway, and was it difficult?

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How was that experience?

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Yeah, it was really difficult because we had,

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we had taken that hotel from it was

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in the bottom five, not bottom 5%.

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It was in the bottom five of all

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Spring Hill suites within the Marriott system.

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It was a very underperforming hotel with a

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lot of challenges.

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And we were able to turn that hotel

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around over the course of a year and

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a half, which led to the ownership group

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being able to sell it.

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Yeah.

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I think when I left, we were in

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the top 50 hotel, 50 for the brand.

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And so our, our GSS scores, our guest

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satisfaction scores were, you know, constantly in the

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green.

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And we really turned that around, but through

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that fire of turning the hotel around, we,

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I developed a lot of really great relationships

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with people that I'm still actually friends with

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today.

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That's fantastic.

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And so when I left and they stayed,

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it was a little bittersweet.

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Oh, I'm sure.

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Yeah.

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I'm sure.

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What was the process like?

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So obviously they, they sent you in, they

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said, we need a Winston Wolfe, pull the

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guns out.

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Yeah.

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Take care of business.

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Yeah.

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What, what needed to be turned around?

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What was wrong to start out with and

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what needed to be fixed?

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Yeah.

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Just the lack of attention around customer service

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was really our, our downfall.

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The hotel had been managed as a profit

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center for the ownership and the management company

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and not necessarily as a hotel that they

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cared about the guest service scores.

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And so as a result, there was underspending

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in the maintenance and upkeep of the hotel.

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There were just a lot of things that

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were allowed to slip.

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And because of that, over time it compounded

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and it just was a really dump.

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It was an interesting hotel.

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So was this one that was within, did

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they buy the hotel and it was in

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that bad position or it was already in

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their portfolio?

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It had been in their portfolio, just not

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being run well.

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Yeah.

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It was in the portfolio and not being

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run well.

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When my management company that I was working

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for at the time took over management of

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those hotels, it was inside of that portfolio

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that they took over.

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Okay.

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And so they took over the portfolio so

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they weren't mismanaging it themselves.

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They had pulled it into the portfolio and

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obviously needed to turn it around.

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Correct.

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Okay.

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As far as the relationship with the brand

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themselves, obviously they don't like when the reviews

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are bad, when customers aren't happy, when the

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property's in bad shape.

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What were they requiring?

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Were they looking at pulling the flag?

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Yes.

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Yeah.

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When I took over as general manager of

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that hotel, we were three quarters of failed

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QAs.

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And so Marriott would have pulled the flag

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if we would have failed the fourth quarter.

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Right.

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That was really close.

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It was really close.

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Yeah.

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I mean, when I took over, I had

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a 90 day mandate to, and the 90

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day mandate was to pass the QA.

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It wasn't to improve guest hotel scores.

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It wasn't, you know, the rest of that

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stuff kind of happened over the course of

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time.

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But yeah, it was to get the hotel

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to pass the QA score and get off

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of the radar of getting the flag pulled.

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Yeah.

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Yeah.

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And those reviews, the customer, a lot of

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that kind of depends on the quality and

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the condition, of course.

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So naturally that will start to improve.

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Did you have to replace a lot of

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the staff?

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Did you keep a lot of them in

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place and just changed systems?

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So how did you start to work through

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that?

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Yeah.

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Really what needed to happen is it was

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a couple of key positions that I needed

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to hire for.

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I retained most of the front desk staff

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because they were actually really great.

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I hired a new executive housekeeper that had

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an alignment with my vision.

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And then I hired a breakfast person.

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And in those C-first hotels, you know,

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breakfast is included.

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Yes.

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That's a big selling point for those types

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of brands.

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And so I needed a really dynamic person

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that would be in breakfast that understood maintaining

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standards, but really was like the face of

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the hotel.

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I found this just amazing guy.

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He's still one of my best friends.

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He actually, when I got married the second

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time, he was, he got ordained in order

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to perform that service.

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Nice.

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Nice.

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Awesome.

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Yeah.

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Yeah.

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Those relationships and you're in the middle of

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fire together.

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Right.

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And that is either going to completely push

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you apart because you don't believe in the

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same mission or bring you together because you're

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working for the same thing.

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Yeah.

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Yeah.

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And that's exactly what happened to us.

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That's awesome.

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Yeah.

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It's a lot of fun.

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What are some key things that really helped

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you turn it around?

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Was it just throwing CapEx into the property

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or was it obviously hiring these couple key

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roles, but how much capital needed to go

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in to get it into a better QA

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position?

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Yeah.

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Good question.

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Because there was so much volatility around whether

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it was going to be able to remain

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a Marriott property or not, the ownership group

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actually wouldn't invest any money.

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And so they understood that there was going

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to be a need of investment into the

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hotel in the future.

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But it was like, you got to prove

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to us that you're not going to lose

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the Marriott name in order for us to

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invest real money into the hotel.

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Interesting.

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And so it was just doing a lot

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with a little.

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Yeah.

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It was very little.

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If you can't, if it's in a bad

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QA position without any money.

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So it was one of the hotels that

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I started as a chief engineer.

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And this is just kind of some of

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the thought process from the management team that

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I took it over from.

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I had a room that was out of

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order.

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This was in Dallas in the market.

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That's right down the street from Rangers Stadium,

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right across the street from a Six Flags

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water park next to the Cowboys Stadium.

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It's a high volume area all year round.

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And we had a guest room that was

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out of order for 31 days because the

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toilet was running and he wouldn't approve me

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going and buying a new flapper for the

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toilet.

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And so this is early 2010s and we're

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selling guest rooms at $119 a night during

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the summer.

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Yeah.

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And so for a $7 toilet flapper, we

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lost out on 30 days worth of revenue

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on that room.

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Right.

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And so that was just the thought process

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around spending money because it was going to

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put us over budget.

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We couldn't spend the money and it was

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like we were cutting our nose off despite

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our face.

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Yeah.

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And there was a lot of stories like

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that that just was real frustrating too.

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When I took over, I was like, I'll

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take the heat if we're over budget by

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seven bucks for the toilet flapper.

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Right.

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But no one's going to complain because when

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the star report came out at the end

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of the week and our OC and our

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revenue was up, it'd be fine.

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Yeah, absolutely.

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Yeah.

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And it's a very short sighted mindset to

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be worried about a few dollars, but knowing

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that a few dollars can mean a lot

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of dollars, you know, $3,000 in revenue

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for a $7.

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For a $7 part.

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Yeah.

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It's just crazy.

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And that was while you were the engineer,

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but when you took over, you were like,

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we're not making those decisions.

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Correct.

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Was that decision from the general manager or

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the ownership?

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Yeah, it was from the general manager.

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So that was.

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Yeah.

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I mean, in, you know, I understand it

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once I got on his side of the

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desk because so much of his bonus structure

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was tied to those performance metrics.

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Yes.

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Right.

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And so it probably would have adversely affected

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his money personally if he would have done

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it.

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Right.

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But when you like zoom out and you're

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talking about a $3,000 potential revenue on

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a room for a $7 part, like it

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just doesn't make sense.

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The fact that he was even in that

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position to have to make that decision.

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Right.

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Is silly.

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Yes.

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Yeah.

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And that's that's just an example of a

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poor payment structure that is even considered that

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he's going to kill the revenue that much

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just for adding a little bit to his

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own pocket.

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Right.

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Yeah.

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Yeah.

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Yeah.

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Not necessarily his fault.

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I mean, that's the deal that they had

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written up for sure.

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He was he was doing what he could

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to make his own money.

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Obviously, it doesn't work for ownership for the

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property itself.

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So you were given not a lot.

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Not a lot.

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To be able to turn it around.

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Yeah.

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I would imagine you were able to turn

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it around without putting a lot of capital

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in.

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Right.

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Past the QA.

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Past the QA.

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All right.

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By a lot.

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By a little.

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By a little.

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OK.

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But pass is a pass.

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A pass is a pass.

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Pass is a pass.

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Yeah.

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And that got you to convince them to

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put some capex in.

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Yeah.

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To put some capex in.

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And so immediately what they did, one of

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our concerns, because it was such a high

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volume area, you know, on a Saturday morning,

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the way that we were kind of tracking

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the usage of the hotel was by the

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number of plates that we would serve or

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like go through on a Saturday or Sunday

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morning.

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Interesting.

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That was just like a real quick way.

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Like we went through 500 plates, which means,

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you know, that's how many because families would

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come in and it was a hundred and

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fifteen room hotel.

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But a family of six would come in

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and be in a two bedroom standard room

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and just destroy everything.

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Yeah.

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And so, you know, when we had that

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much volume or traffic inside of our lobby

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area for breakfast, people couldn't eat like we

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would have lines down the hall on the

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first floor, people waiting to get scrambled eggs.

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And, you know, they're making noise, standing in

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line, talking to each other, disrupting the guests

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that are trying to sleep in the room.

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And it was just a really bad set

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up and really bad flow.

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And so one of the very first things

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that the ownership group did for me is

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they actually expanded my lobby.

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And so they came in and added a

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bunch of extra square footage to the lobby

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so we could get some more tables and

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really kind of alleviated some of our breakfast

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pain.

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OK.

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Was that taking out rooms in order to

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do it or adding onto the property itself?

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Yeah.

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Nope.

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We just we had some outdoor seating area.

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And so they just pushed out the enclosure

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to absorb some of that outdoor seating.

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And yeah, it worked out really well.

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Smart.

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Smart.

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I like that.

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So, you know, multiple problems at once.

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The other thing that I convinced them to

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do is to get rid of our hot

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tub.

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Why you would have a hot tub at

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a hotel these days is just crazy to

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me.

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They are so finicky in the maintenance and

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they're so dang expensive.

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And so the juice isn't worth the squeeze.

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In fact, later on in my career, I

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made it my mission to every hotel that

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I was at to remove the hot tub

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just because they were such a pain in

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the ass and just a cesspool of germs.

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It was just nasty.

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Yeah.

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Yeah.

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Yeah.

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There's got to be a certain level of

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risk there with hot tubs because they are.

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I used to have a hot tub and

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it was a pain in the rear end

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to just keep it up.

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Yeah.

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Yeah.

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Much, much more difficult than the pool.

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Right.

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And so we had a hot tub that

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wouldn't function as a hot tub.

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So it was like a cold plunge pool

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before plunging got cool.

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Right.

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And so I convinced the management group to

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get rid of the hot tub.

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And that immediately brought our guest service scores

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up because now there was nothing to complain

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about.

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Yeah.

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Right.

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It was broken and they couldn't use it.

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There was something to complain about.

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Yes.

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But if it didn't exist, there's nothing to

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complain about.

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Exactly.

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Like the story.

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I think Tony Robbins talks about he was

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on a plane.

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It was the first plane to ever have

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Wi-Fi and everybody was so excited.

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They got up in the air and the

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Wi-Fi stopped working and everybody was pissed.

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Yeah.

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Couldn't believe how upset everybody was for a

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Wi-Fi that they probably didn't even know

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existed when they got on the plane.

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Yeah.

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No.

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Yeah.

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A hundred percent.

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Yeah.

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I used to at a college, one of

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my first jobs was as a corporate meeting

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planner for a company that would travel around

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and put on seminars around like how to

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use Excel or different things like that.

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And we used to always put coffee in

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the back of the room when we negotiate

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meeting space.

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Yep.

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And that consistently was the thing that always

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came up in the customer reviews was like,

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coffee was terrible.

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Coffee was too bitter.

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Right.

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So we just stopped putting in the coffee

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and automatically the customer service scores went up.

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Right.

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If they want coffee, then they can be

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in charge of it or get Starbucks to

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bring it in.

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Yeah.

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Yeah.

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Makes sense.

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A hundred percent.

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Then it's on them.

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Exactly.

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They can't complain to you for something they

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screwed up on.

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Right.

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Yeah.

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Yeah.

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I like that.

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What other, any other, anything that stands out

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as far as what you were able to

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do to start turning around that first property?

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Yeah.

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My dad told my brother and I growing

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up, and I love this.

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It's probably the best piece of management advice

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chase that I've ever been given.

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It's that people don't respect what you expect.

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They respect what you inspect.

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And really where we saw the biggest change

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is because I had done the chief engineer

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job in the past myself, I wanted to

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make sure that like the person that took

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that mantle from me was upholding my standards.

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Okay.

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And so anytime I'd onboard a new engineer,

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we would do this, this training process where

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he would go in with some green painter's

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tape and he would walk through the room

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that he was going to PM that day

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and put green painter's tape around everything that

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he thought needed to be fixed.

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And then I would go in and do

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blue painter's tape around the things that I

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thought.

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And then we'd walk in the room together.

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And what happened over the course of time,

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when we do this together is like our

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visions in a room would match.

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And he was seeing the things that I

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knew that needed to be fixed.

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Nice.

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And so I took that same concept with

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the executive housekeeper that I hired.

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And she and I did the same process.

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Because the thing about clean, it's black and

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white.

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It's either clean or it's not clean.

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Yes.

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There's no sort of clean.

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Yes.

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Especially in the hotel.

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Like if there's a hair, it is not

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clean.

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It is not clean.

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It doesn't matter.

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Yeah.

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Right.

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And so us just being able to walk

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through the rooms together, I spent a lot

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of time inspecting rooms.

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I was a very active GM.

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I was not around behind the desk very

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often.

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One, because I didn't have an office.

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Okay.

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And so there was no desk for me.

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They actually had to take a guest room

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and they converted a guest room into the

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sales office and the general manager's office.

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Okay.

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So when the hotel was at its peak,

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we had the director of sales, the sales

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coordinator, the AGM, myself, and the chief engineer,

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all officing out of the same guest suite

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that we converted.

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All right.

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Out of the same 300 square foot.

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Yeah.

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Yep.

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Yep.

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Yep.

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Making us cozy together.

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100%.

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And so I didn't want to be there

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very often.

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Yeah.

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And so I was out inspecting rooms, working

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with the housekeepers, making sure that clean was

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clean.

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Yeah.

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Nice.

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How often are you, you're obviously, you're walking

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the property all the time.

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You're inspecting rooms, inspecting everything.

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How often are you needing to jump in

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and help either behind the desk, checking in

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or help clean a room, fixing, you know,

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obviously, you know, the maintenance, so fixing stuff

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yourself.

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My comfortability was always either at the front

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desk or with maintenance.

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If I had to push a cart and

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clean rooms, like I'm doing a quarter of

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the board that the usual, the girls are

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normally doing just because they're so dang fast

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and skilled and good at it.

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I think it would probably take me 15

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minutes just to put pillowcases on chase.

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And so, you know, that just killed our,

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our profitability, but I, you know, on days

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that you have to, you just have to.

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Yeah.

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Right.

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And that was the expectation for anyone in

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the hotel.

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You know, I didn't care what role you

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were.

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You cleaned a board when you first got

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started.

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Nice.

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How much cross training between positions did you

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have to do?

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Yeah.

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In, in those C first environments where you

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don't have a lot of like extra facilities

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inside of the hotel, it was my opinion

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that everyone needed to know how to do

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everything because the operations were fairly basic.

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Yeah.

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And so my front desk staff cross-trained

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with breakfast.

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So then you had to start breakfast.

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So we never had an issue with it

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not being out on time.

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My maintenance staff and my, my housekeeping staff

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cross-trained with each other.

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Our, our housekeepers knew how to, you know,

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touch up drywall and touch up paint and

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just do some of those real basic things

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that needed to happen.

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Yep.

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Yep.

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Absolutely.

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And you've got a relatively small staff and

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stuff happens with the staff stuff happens with

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a lot of guests coming in problems happen.

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And sometimes you got to jump over cross

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lines and just help out, make sure the

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team is going in the right direction.

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Absolutely.

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Yeah.

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So what this is all at one hotel,

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all at one hotel, they sold the property,

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right?

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You essentially lost your job there, but that

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same management took you to the next property.

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Yes.

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Did they give you the nice, the best,

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you know, something that's already at the, you

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know, the top 30 of the properties across

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the country, or do they send Winston Wolf

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back in?

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Winston Wolf came back in.

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And this hotel wasn't necessarily like the second

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hotel, you know, in that first three years

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that I was managing that Spring Hill that

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we've been talking about, you know, the management

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company did a really good job of allowing

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me to go to other hotels inside of

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the portfolio to help out.

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And so I saw operations at bigger hotels

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at different tier hotels.

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And so I got some exposure with some

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really cool things.

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And I had an idea of kind of

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what I wanted for my next posting.

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Okay.

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And I ended up going to a Hilton

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property and the management company managed it, but

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it was owned by a different group, right?

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Like we had a bunch of different ownership

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contracts.

Speaker:

And so we didn't work for just one

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owner.

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Right.

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And so this ownership group was more corporate.

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It was a bigger REIT and they were

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less interested about customer service and customer service

Speaker:

scores and more interested in bottom line numbers.

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Okay.

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And what I didn't know when I took

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over that hotel is there were some bills

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that they were 36 months behind on.

Speaker:

And

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