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161 | From Hourly Selling to Premium Packages That Sell - Teresa Wilson
Episode 16119th March 2026 • Women in The Coaching Arena • Joanna Lott
00:00:00 00:24:32

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What if the thing holding your business back isn’t your experience, but your clarity? In this episode of Women in the Coaching Arena, Joanna speaks with Theresa Wilson, a coach of 13+ years who found herself on the edge of a pivot. What unfolds is an honest conversation about clarity, courage, pricing, personal upheaval, and what really shifts when you stop overcomplicating your business.

Key Timestamps:

00:00 – 13 Years In, Still Pivoting

02:40 – The Retreat That Changed Everything

04:50 – “I Think I’ve Got Something… But I Don’t Know What To Do With It”

06:30 – When Life Fell Apart

09:00 – The “I Don’t Get It” Moment

13:30 – Pricing Shift, Identity Shift

15:20 – What’s Next: Creativity and Expansion

“The clarity gives me enthusiasm. And enthusiasm is vital for me.” - Theresa Wilson

This episode will be powerful for experienced coaches who know they’re sitting on something valuable but feel stuck in overthinking or undercharging, because it shows what happens when clarity meets courage.

Sometimes the breakthrough isn’t adding more, it’s finally saying, “I don’t get it,” and stripping things back to what actually makes sense.

Useful Links

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Free Essential AI Toolkit – 2 Must-Have Prompts for Coaches

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Download the 12 ways to get clients now

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If you found this episode of Women in the Coaching Arena helpful, please do rate and review it on Apple Podcasts or Spotify.

If you’re kind enough to leave a review, please do let Jo know so she can say thank you. You can always reach her at: joanna@joannalottcoaching.com

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Mentioned in this episode:

Clear Yes Workshop - Strengthen Your Niche Message

Join Me Live: The Clear Yes Workshop If you know you’re great at what you do but potential clients still are not fully understanding your value, this workshop is for you. On Wednesday 22 April, 1.00 - 2.30pm BST, I’m hosting The Clear Yes Workshop. A live training designed to help you strengthen your niche, message and promise so clients stop saying “sounds interesting” and start saying “how do I work with you?” Inside, I’ll help you create messaging that feels clearer, stronger, and more compelling so your coaching is easier to sell. You’ll leave with: A clearer way to explain what you do A stronger message that resonates More confidence talking about your coaching Bonus for the first 15 sign-ups: A personalised Loom review of your messaging after the workshop. Investment: £39 + VAT Sign up via the link below. https://go.joannalottcoaching.com/yesworkshop

Transcripts

Speaker:

I want to share a conversation with

Teresa Wilson today because her journey

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is such a powerful reminder that

you don't have to be new to coaching

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to need support in your business.

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Teresa had over a decade of

experience in her coaching business.

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She's an ICF PCC coach, and she

has real skill depth and something

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genuinely unique to offer.

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What she didn't yet have was the

structure to really know how to

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bring that work to market and charge

a good amount for her expertise.

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As you listen, notice, small shifts

created really big momentum for her.

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It's not about ticking modules off.

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It's about internal shifts, which

free you up and help you actively

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want to market your business.

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I hope you enjoy this conversation.

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Hi, Teresa.

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I'm so excited for this conversation.

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We haven't caught up in a little

while, so I'm really looking forward to

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hearing what's changed in your business.

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So please do share a bit about yourself.

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That's always the hardest

question, isn't it?

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Once we've got that one

out the way, we'll be fine.

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But introducing myself is

always a bit of a challenge.

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But let's go for I am a coach

and have been for about 13 or

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14 years, something like that.

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Most of my career has been

spent with associate roles.

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And I've had some really, really

wonderful associate roles over that

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time and just spent the longest time

thinking about my own offer and or

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niching and, yeah, and I think maybe

about year 10 or 11 really start to

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think a little more seriously about that.

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And then think you come into the

story around year 12 or 13 and, and

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then something was forming, you know,

it, it was very organic, very slow.

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And the thing that kind

of came to the fore.

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Uh, which from my own experience

was an interest in shadow work.

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That brought huge amount of clarity

and relief and ease into my world

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both personally and professionally.

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And because of that, I then thought,

well, maybe other coaches might

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benefit from the same insights really

that I'd gained from shadow work.

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So when I met you, that was sort of how do

I bring shadow work for coaches to market,

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how do I put some shape around that?

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Um, and you helped me and I guess we'll

talk more about that 'cause that's

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what I'm doing more of right now.

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Yeah.

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I had no idea that you were

12, 13 years into your coaching

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journey when you joined.

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So that's just a delight to hear.

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Mm-hmm.

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And also, it is so interesting

that the shadow work was only just

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emerging 'cause it feels like to me.

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That you've been doing

it forever, so yeah.

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Can't wait to hear more.

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So if we think back to around

October,:

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Mm-hmm.

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I think so.

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Tell us a bit more about what was

going on for you at that time.

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A couple of years earlier, I tried to

bring some, uh, a business to market

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and did all the received wisdom stuff.

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And that was just shadow

work, blah, like blah.

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'cause I was turning 50 and I wanted

to give myself a business as a

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50th birthday present, but I wasn't

ready and I wasn't joined up yet.

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And so I kind of launched and mothballed

really quickly within a couple of months.

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And then the idea slowly, it

took more form and more shape it.

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It just needed to mature

a little in my system.

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So in the spring of 24, I ran a

retreat for coaches around kind of

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understanding how to work with shadow

as part of a reflective toolkit.

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And it was incredible

and it, it blew me away.

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It was way more impactful than

I could have hoped, really.

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And then another coach that I know

invited me to deliver that workshop,

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at her retreat in the summer.

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So I had another experience of something

that blew me away was incredible.

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So I was like, well, maybe

I've got something here.

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You know, the feedback was so, so good.

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So then I tried to market a third

iteration and realized I was talking

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to the same, felt, like the same

six people on LinkedIn going, I've

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got a thing, I've still got a thing.

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Maybe you know, you wanna come And,

and I was like, well, that's not

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gonna work is it as a strategy.

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So I, when I, when I came to you, I

was like, I think I've got something.

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And I have no idea what to do with it.

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Was really and there was a little bit

of urgency as well because I had another

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retreat that I was marketing and I just

really felt that I was doing it blind

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with my hands tied behind my back.

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So, that, that was where I came kind of

clarity over my gormlessness was like

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no clarity over anything else, but I

was really clear at how gormless I was.

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I think I was the perfect

candidate for you really.

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Oh, totally.

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Yeah.

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It's brilliant.

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And I'm remembering back to our

onboarding form when, yeah, this

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was all forming and maybe it wasn't

articulated yet, and certainly the

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marketing wasn't really on your radar.

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It was like.

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What do you mean?

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I don't ask people to work with me,

but they maybe just occasionally

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ask me if they can work with me.

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And also extending the invitation

to people that were outside of

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your current network at that

time felt quite alien, I think.

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Yeah.

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But you, you grabbed it quite quickly

and implemented, so can you think

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back to maybe your first moments

in the program and what changed?

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I think there a really quick, easy win.

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Maybe if I phrase it like that, which

was building the LinkedIn audience.

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And it's so funny 'cause you

dunno what you don't know.

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I mean, I say it now

and it just feels like.

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I mean, it was such an easy win, but I

didn't know, I wasn't I hadn't, I didn't

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have a proactive stance on LinkedIn.

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So you just kind of walking me through

quite a simple process around, reaching

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out to people, building relationships.

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That felt really empowering and

the relief oh, I can do something.

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But it felt congruent.

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Because it was about building

relationships and there was,

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there was an authenticity there

that felt really important to me.

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I really get turned off by doing

anything that is received wisdom,

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that feels like a stretch.

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I'm doing it because I should,

or because I have to, or

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because others do turns me off.

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I can't look at that face, you know?

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Whereas this just felt.

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Lovely.

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And so, you know, anything that feels

lovely is integrated in and, and so

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I feel like I got off to a really

strong start just with that kind of

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one simple thing that I think it was

in one of our first conversations.

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Yeah, totally.

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And then I know also when you started

you said, you've got loads of things

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on, so it might be stop start.

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Tell us more about the rest of the journey

from that point to where you are now.

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Yeah, my, um.

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Yeah, well that's a tricky one.

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I mean, my personal life, everything

fell apart in my personal life pretty

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soon after I started working with you.

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Oof.

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So, yeah, you know, work has always

been a place of kind of solace and I

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get so much, you know, such a sense of

purpose and satisfaction from my work.

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So there was an intention to

continue to kind of focus on work.

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And there were times, times I could, and

then there were times that I couldn't.

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Um, and I so appreciated your humanity,

and your generosity and flexibility,

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in the way that you held me really

lightly within the program, you

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know, so that I was I would turn

up when I could turn up, and then

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I wouldn't when I, when I couldn't.

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And, and you just you held me with

such grace through all of that.

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And then there came a point

where it was like, actually, I

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can't think about work at all.

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And we just had a bit of a pause.

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So, and that, that was

just really, really useful.

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And then you were a beacon for

me because when I was, when I,

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the outside circumstances meant

that actually I could settle and

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start to think about work again.

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You were just there as its beacon

and it was so great actually then

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to pick up what it felt like.

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There was a real sense of momentum,

even though there'd been a bit of a gap.

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And then what I did in that last tranche

with you has been transformational

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and changed everything actually.

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So I think there was a lot of stuff

that was percolating in the gap that

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then meeting with you, you just sort of

catalyzed everything and everything's

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dropped into place and now I'm good to go.

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So yeah, it was an interesting trajectory.

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But yeah, you, you really

met me with kindness and I,

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I'll be a forever grateful.

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Oh, thank you, Theresa.

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Yeah, I've only just, well,

I'm only just remembered.

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I, I know at the time you obviously had

all that upheaval in your personal life,

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and it's just insane now looking back

at how you've, you've come through that.

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So thank you so much for sharing

and reminding us all that life

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gets in the way sometimes.

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But it's all leading you eventually

to the strength that you've got now.

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Yeah.

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Yeah.

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Tell us more about the pivotal moments

and what really helped you to build

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the strong business that you have now.

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So I was thinking about this morning and

I kind of made myself laugh out loud.

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I was brushing my teeth at the

time, which, so it's not the

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most, and, and I was like, gosh, I

dunno how you're gonna take this.

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But but I was like, 'cause I was

thinking about what, you know, like

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there are some key moments and I

was like, what do they remind me of?

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They remind me of something and

I couldn't quite put my finger.

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I'm dreading to think.

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And you know, the film big.

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I know the film big 'cause the first time

I met my husband, we watched the film Big

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and he was like, you're not crying at big.

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Of course I'm crying big.

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So, yes, I know the film Big.

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Tell me more.

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Am I the little boy in the, in the suit?

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Please keep breathing.

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Please.

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Just keep breathing because

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I knew this wasn't gonna

land well with you.

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But I honestly it is with such love.

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There's the moment when the big

executives have done a presentation and

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they're like, we've got a transformer

and it's a robot that turns into a

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building and they're all like, wow, wow.

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There's a robot that turns into a

building and he just goes, I don't get it.

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Like watching me.

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I don't get it.

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I don't get it.

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Those were the moments.

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Those are the moments of your

absolute genius, because what

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I love about you is that you.

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Just do cut through all the bullshit,

but with that kind of genuine curiosity.

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You are not trying to be something,

you're not trying to be smart or clever.

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You're not trying to outwit you.

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Like it's a genuine, but almost

that kind of childlike curiosity.

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Like, I don't get it.

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I don't get it.

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Why?.

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And when you do that, it's like, oh.

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Shit, I don't get it either.

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Why am I doing it?

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Like, oh God, I'm completely

over complicating things.

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You're right.

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That doesn't make any sense at all.

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And we had a few of those.

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We had one around pricing that has

changed me completely and I've done

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so much work on pricing over the

years and money, demons and money.

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Like I've done so many

programs, but you just almost.

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Like almost saying that I don't get it.

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I don't get it.

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Like it doesn't make sense to

me and seeing me through your

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eyes just unlocked something.

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So thank you for that.

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And yet, and complications

around segmentation.

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Well, you can't work with me if

you're not at this and you can't work

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with me if you haven't done that.

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And years ago, well.

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I, I don't get it.

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I think I kept saying, but I want

to work with you, Teresa, but I, I

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just can't make your retreats and

you're going, sorry, I only work

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with people who can make my retreats.

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So I've just gotta wait

now for a whole 12 months.

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If you want me, I shall be in a

box in a cupboard with a locked.

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Yeah, yeah, exactly.

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Exactly.

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So.

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The clarity that I think that's part

of your genius because it's with

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love, cutting through everything

and going is that, is that really

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what it like, so Love that.

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Love that.

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Yeah.

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Oh, totally.

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So tell us more about what's different

now in your life and your business.

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I have, clarity, you know, isn't

that something as coaches, that you

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know where that it's a big word.

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Um, and it took, it did take a long time.

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There was a lot of that kind

of making it harder for myself,

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putting blocks in the way.

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I remember coming to you with a

visual that I'd created that had

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about, you know, 84 different touch

points and that doesn't exist anymore.

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It's much clearer, much more

simple, much more doable.

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There's flow, there's a sense of

energy and there's lots of different

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ways that people can work with me.

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And I guess one of the things well,

the clarity gives me is enthusiasm.

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And that's vital for me.

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I only want to ever work

from a place of enthusiasm.

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You know, if, if things are getting

too gnarly or too complicated, I

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can get detached from that energy.

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And then that feels really destabilizing.

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Whereas I look at the year ahead

right now and I just think,

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oh, I'm really keen to do that.

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Oh, and that feels fun, and

wouldn't that be gorgeous?

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And now I get to play.

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So I've just got a year ahead

now of things that feel really

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simple, light touch, gorgeous.

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And fun.

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There's work to do of course, but

it's contact with humans talking about

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something that I'm passionate about,

what's not to love, you know, so, yeah.

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Yeah.

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Oh, love it.

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People always struggle with this

one, but I'll ask it anyway.

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Biggest takeaway from the program.

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I don't get it.

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If I'm really honest, the pricing thing.

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Something fundamental shifted within me.

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And it was really interesting

because,, I was selling on a sessional

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basis, you know, an hourly rate.

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So getting to the point of putting

a package up online and pricing it

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at a level that other people were

telling me made sense, but felt

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really wildly uncomfortable for me.

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And then I sold one of each

package pretty much straight away,

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which felt like the universe patting

me on the back and saying, finally,

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a long last, where have you been?

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Welcome.

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It's okay.

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It know that whole sequence of of you

saying it, me putting it together,

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putting it up online and selling.

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There was a lot of kind of permission it,

and it feels like a key change really.

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So yeah, I think, I think that whole

piece was the biggest takeaway.

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Yeah.

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I remember it well, and yeah, it was just

like finally you were open to receive.

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Mm.

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Mm-hmm.

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Yeah.

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Yeah.

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So what's next for you, Teresa?

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You've mentioned a few exciting things.

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Tell us more.

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Yeah, so lots and lots of fun things.

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So I'm running my retreat

for coaches in March.

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I'm about to launch a short course.

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I want to take little kind of bits.

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Um, so people can dip their toe in.

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So I've got a few ideas for short courses.

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People can just jump on and,

and kind of get a feel and an

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experience of working with Shadow.

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I'm doing a face-to-face in London

in the summer, so like a one day

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introduction 'cause being together in a

room with other coaches is so wonderful.

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And then I'm taking kind of the core,

approaches, to working with Shadow and

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I'm gonna create an online program.

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Some people have expressed

a preference for online.

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So, we can work together over a longer

period of time so you can learn something,

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go away, live it, breathe it, come

back, reflect, learn something else.

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These are all creative endeavors, you

know, so it's a year of creativity

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and connection with others.

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So yeah lots that I'm kind of

bringing to life over the year.

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Yeah, totally.

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And do you have an email list?

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'cause I'm always missing out

on your retreats and all of the

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amazing things you're selling.

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Do you have an email list?

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And if so, how can people get on it?

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'cause I know your retreats and most

things you do sell out really quickly.

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Yep.

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So, uh, just on my website,

so teresawilsoncoaching.com,

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you can sign up to my newsletter

there and, um, I'm an infrequent

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poster but I am using that.

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So people on the mailing list will hear

first and will get special offers too.

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So yeah, good place to be

is on my, on my newsletter.

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Love it.

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I joined myself yesterday

after being gutted that I've

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missed your retreat again.

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Would you recommend the

program and if so, who to?

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Oh gosh, absolutely.

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Yeah, I would and have and do.

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So that's an easy yes, and, and

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I guess I would recommend it to

anyone who's sitting on a pivot

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sounds uncomfortable, doesn't it?

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But I guess what I mean by that is it's

not just coaches who are starting out.

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I, I, I wasn't, but I was, I was

about to pivot I didn't have the

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clarity over where I was pivoting

to or what that looked like.

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So it might be that you're

pivoting into coaching.

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And I think your program is fantastic

for people who are just starting out

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and there's a lot of camaraderie and

support around people just starting out.

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But equally.

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If you're wanting to make a move in

your business there's so much support

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structure, received wisdom and that

one-to-one personalized care as well.

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So, yeah, I think, I think your

program can hold people that at,

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you know, different stages of their

coaching career with different needs.

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So, yeah.

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Totally.

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I'm seeing a big lean towards that

Now, someone's joined recently who's

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been in the game for 20 plus years.

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There's lots of people that have

maybe had associate work, for a long

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time that now want to build their own

thing as well, so yeah, it's, it's

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a joy to hear and it's just a joy to

work with people at so many different

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stages 'cause the market's changing

so quickly and has changed so rapidly.

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Yeah, sure.

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It just helps to all keep sharing,

learning so we can all move

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forward with so much more ease.

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Yeah.

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Yeah, absolutely.

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Well, thank you so, so much, Teresa.

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It is a joy to work with you.

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I feel so, so lucky to have been

able to, and yeah, I can't wait

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to continue to see your progress.

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Thank you so much.

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That flew by.

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I want to do it all over again.

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What I love most about Teresa's

story is the internal journey.

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So we didn't really talk too much

about modules and structures.

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What really helped Teresa were real

deep internal shifts that happened just

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in conversation, just in small moments

throughout us working together, that

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eventually shifted completely how she

saw herself and freed up energy and

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enthusiasm to want to market her business.

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She has so many sold out retreats and

session spots that I'm gutted I can

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never seem to get into her retreats.

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So if you are interested, do

head over to teresawilson.com

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and sign up to her mailing list.

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One other thing I noticed was that

shift from selling hourly sessions

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:

to clear package based on the

transformation of working with you.

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You can hear Teresa's enthusiasm in her

voice when she talks about the year ahead.

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How wonderful to feel

that way in your business.

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I love the fact she feels energized

and doesn't feel drained by marketing

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her business, which I know is rare

and lots of people really say,

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gosh, this is like a necessary evil.

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I know I've got to do.

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So how can you switch that to excitement

that you get to market your business,

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you get to change lives in the process.

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And even better than you get to call

in amazing clients who want to invest

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with you in their own transformation.

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If you want to have a similar

transformation, then the business

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:

of coaching is open, and you will

find the details in the show notes.

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At the time of recording there

is one space to start next week.

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But do check out the page and it will let

you know the exact dates and availability

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:

no matter when you are listening.

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I would love to support

you inside the program.

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Microphone (Samson Q2U Microphone):

Thank you so much for listening to this

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episode of Women in the Coaching Arena.

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I have a mess of free resources on

my website joannalottcoaching.com.

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:

That's Joanna with an A

and Lott with two T's.

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:

joannalottcoaching.com.

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And I'll also put links in the show notes.

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Let me know if you found

this episode useful.

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:

Share it with a friend and

leave me a review, and I will

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personally thank you for that.

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Remember to trust yourself, believe

in yourself and be the wise Gardner

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who keeps on watering the seed.

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Get into the arena dare, greatly and try.

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