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From Teaching to Finance: Hannah Dennis on Building a Collaborative and Data-Driven Career
Episode 4620th November 2025 • Don't Retire...Graduate! • Eric Brotman
00:00:00 00:14:03

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Welcome back to Don’t Retire… Graduate! In today’s episode of our “Diary of a Financial Advisor” segment, I had the pleasure of sitting down with Hannah Dennis, who transitioned from teaching young children to becoming a client relations associate and our resident marketing guru at BFG Financial Advisors. Hannah’s journey is a compelling example of how diverse skills—like those honed in the classroom—can create an immediate impact in the financial services industry. Hannah joined us after graduating from the University of Scranton and teaching for four years in the Baltimore area. Her background in education has been invaluable in shaping her communication style, her empathetic approach to clients, and her ability to keep all of us, especially me, in check! In addition to her client relations role, Hannah dove headfirst into the marketing aspect of our firm, helping to track and optimize our initiatives, including this very podcast. In our discussion, Hannah and I explored her transition from education to finance, noting the shift from an “island” of classroom independence to a collaborative team environment. She explained how data-driven decision-making from her teaching days now influences our marketing strategies, emphasizing the importance of tracking what’s truly working—whether that’s a successful webinar or a standout podcast episode. We also discussed the stressful yet rewarding reality of managing marketing in a busy firm and the value of slowing down to implement changes efficiently. Hannah shared what it’s like to be behind the scenes, wrangling not just the team, but also vendors, deadlines, and creative ideas. With the podcast and Diary segment both evolving—particularly with Diary moving to a webinar format through BFG University—Hannah’s skill set has never been more crucial. For some lighter moments, we talked about our firm’s annual summit, our karaoke adventures (stay tuned for a possible duet reveal!), and what our listeners can look forward to as we launch new and improved educational content in the coming year. Hannah’s journey is not just about a career shift but about leveraging strengths, embracing change, and always striving for personal and professional growth. 5 Key Takeaways:
  1. Embracing Career Change: Hannah’s journey from teaching to finance demonstrates that transferable skills, like collaboration and data-driven thinking, are invaluable—even across vastly different industries.
  2. Data-Driven Marketing: By applying her experience as a teacher, Hannah transformed our marketing approach—utilizing data to determine which initiatives, webinars, and podcast episodes best engage our audience.
  3. The Power of Collaboration: Moving from a solo teaching role to a team environment at BFG allowed Hannah to learn from colleagues, share new ideas, and innovate more effectively than ever before.
  4. Adapting to Growth and Change: Hannah’s advice to “slow down, trust the process, and implement change gradually” is a lesson for anyone stepping into a new role or industry.
  5. Looking Ahead—Interactivity and Fresh Content: With “Diary of a Financial Advisor” moving to a webinar format on BFG University, our content will become more timely, interactive, and driven by what you—our listeners—want to see.
Join us as we share, learn, and grow together on the path to financial independence and a fulfilling, purpose-driven future. Don’t forget to subscribe, leave a comment (especially if you want to see our karaoke duet!), and share this episode with friends and colleagues on the journey to “Don’t Retire… Graduate!”   [embed]https://www.youtube.com/watch?v=HYAlhnCjcLc[/embed]

Transcripts

Eric Brotman [:

This is Eric Brotman, the host of Don't Retire Graduate, the podcast that asks you what you want to be when you grow up so you can graduate into retirement with passion and with purpose. Welcome to our Diary of A Financial Advisor segment where we interview financial advisors about their professional journeys and their passion for helping others succeed. Today, I'm pleased to be joined by Hannah Dennis. Hannah graduated from the University of Scranton in 2018 and joined BFG as a client relations associate in June of 2023. Before coming to BFG, she worked as a teacher for four years in the Baltimore area. With her background in education, she has interpersonal and communication skills and is great working with children like me. While Hannah joined BFG as a client relations associate, she's also become our marketing guru and spends her days keeping me in check. Hannah, welcome to Diary of a Financial Advisor.

Hannah Dennis [:

Thank you very much.

Eric Brotman [:

It's good to have you back. I just put together the fact that University of Scranton is home to the Dunder M and crew from the office.

Hannah Dennis [:

Yes.

Eric Brotman [:

How would you compare that particular office environment to ours?

Hannah Dennis [:

Similar in that there's chaos often, but it's a lot of fun. It's. It's. It's really fun working here.

Eric Brotman [:

So. So you, you left the. The world of. Of kindergarteners, children, and came to the world of financial advisors and various professionals and working with clients and working with money and working with heavy topics. Not that children sometimes don't have heavy stuff, but it's a. It's a different kind of thing. How has that transition been now that you're. Now that you're almost at BFG Financial Advisors for as long as you were in teaching? Not quite.

Hannah Dennis [:

Yeah.

Eric Brotman [:

How has that transition been? What's the huge difference there?

Hannah Dennis [:

I think the biggest difference is kind of. You kind of go on from an island by yourself to a team, and it's kind of different when you're working with a group of people and in collaborating with. With other people rather than when you're in the classroom, you kind of. You're doing what you're doing and you make every decision and, you know, your decisions drive how you do. And it's kind of very different than working in a collaborative approach where, you know, your team helps hold you accountable and they come up with new ideas and try this. And so, I mean, the past pretty much two years has been me just trying to soak everything in from everybody else and learn as much as I can. So it's been. Been really good.

Eric Brotman [:

So. So what you're saying is you used to Be fully in charge. And now. Now it's collaborative.

Hannah Dennis [:

Well, now I'm fully in charge of you, but.

Eric Brotman [:

Oh, God.

Hannah Dennis [:

Soaking in everything I can for the.

Eric Brotman [:

Rest of the day. For anyone who knows me well enough to know that that is an impossible task. That is an impossible task. So. So you obviously have a long, storied background in marketing. Did lots of. Did lots of studying in that regard. You've been in marketing 25, 30 years.

Eric Brotman [:

No marketing for 20.

Hannah Dennis [:

No. Marketing was kind of dropped into my lap when I found this job, and Eric had the. He had just taken a year off the podcast, and we were gearing up to get ready for season six, and I was like, I want to help. And so I came from, you know, teaching, where data drives all your decision making. And, you know, you're. You're constantly collecting data and figuring out how to use that data to drive your decisions throughout your year. And so I kind of took that piece of teaching and brought it into the marketing space because I noticed as soon as I kind of started working with the marketing team and kind of learning what was going on, that there wasn't really tracking of data. Like, we didn't know what episodes were doing well, what.

Hannah Dennis [:

What marketing initiatives were doing really well. So that was the. The piece I kind of brought in from my teaching background was just like, let's figure out what's going on and lean into what's working.

Eric Brotman [:

Do we know what's working now?

Hannah Dennis [:

I do. I think we know what's working now. I think the webinars. The webinars work really well. People love them. I think there's some podcast episodes that are just gems that really. People have been really enjoying, and I think leaning into that has been really helping drive our marketing initiatives.

Eric Brotman [:

So there's no more difficult job here, I don't think, than yours. And I say that respectfully and not tongue in cheek at all. I mean, in the financial advisor space, there's 10 advisors who can all work together. There's four client relations people. There's. There's an investment committee. There's. There's people who work together, and marketing is sort of you and a lot of vendors, which means wrangling and herding cats as well.

Eric Brotman [:

It also means that every. Every matter, whether it's. Whether it's with media, whether it's traditional media, whether it's podcasting, whether it's recording, you have crazy amount of deadlines and. And things that have to happen exactly at the minute, and that's got to be stressful. Yeah. How are You. How are you managing that?

Hannah Dennis [:

So it's been a journey, I think. I mean, for anybody starting something new, I think the most important thing is to just relax and learn. I spent pretty much my first entire year just learning about what we were already doing and then kind of taking my time but, like, figuring out what exactly do we need for the best success. So I noticed that in my brain, kind of the way it works. When I was keeping all this data, it was in spreadsheets, and it was just a mess. Like, I. It was really hard to kind of figure out. And everyone was telling me, like, this is a mess.

Hannah Dennis [:

No one wants to look at it. And I was like, but this is the only way I know how. So just calming down and finding little areas where you can improve, that's really important. And so I. I kind of came up with a plan, and I adjusted as needed. And, I mean, I've. I've been really working with our operations manager, Coral. She's the most organized person in the world, and she has been helping me kind of learn how to be someone who can say, oh, this is something I'll need for the future.

Hannah Dennis [:

And it just becomes second nature. So the biggest challenge for me was just to just calm down and, you know, slowly implement things that will help in the future. Don't try to take on too much at once. Kind of taking on a little at a time. Because I was so ambitious at the beginning, I wanted to do everything, and I couldn't. Like, there's too much going on. I have to learn too much. There was a lot of things that needed to happen before I was ready to kind of take on more.

Hannah Dennis [:

I think I'm now at that point, but, yeah, I think just slowing down, you know, trusting the process and finding where you can become more efficient is the best place to start.

Eric Brotman [:

So when we. When we started doing Diary of a Financial Advisor, we started with our financial advisors, but then, you know, moved on to other folks who are within our. Our stratosphere and within our. Our ecosystem. Here at bfg, I imagine that doing diary episodes is so much fun that there's a line around the building. Everyone wants to be next. Is that a fair statement? Like, people can't wait to sit in that seat?

Hannah Dennis [:

I want to say yes so badly, but some are more enthusiastic than others at the office.

Eric Brotman [:

Okay.

Hannah Dennis [:

And I'm known as, like, the one that goes around saying, do you want to have an episode? And some advisors are ready to go, and they're so passionate and excited. And some it's like Pulling teeth. It's so, it's scary being up here. Like it's only my second time. It's, it's nerve wracking.

Eric Brotman [:

Well, and, and what did I tell you after the first time that I'm.

Hannah Dennis [:

Going to be doing it again?

Eric Brotman [:

I said, well, not only that, I said someday we're going to co host something because you're a natural at this. It is, it is a little bit nerve wracking to have cameras in your face and lights in your face and all those kinds of things. And, and don't worry to know that anything you say can and will be shared on YouTube for the rest of time. What, what, what could be wrong with that? So we're starting to innovate for 2026. We're making some pretty exciting changes. The podcast is getting a bit of a, of a refresher, which I'm excited to do Season seven. One of the things that, that we're looking forward to, I think, is that our guests are going to be even more relational and more story driven and maybe a little less on the expert front and on the information front, but more on the tell us your money story. Like what, what is your relationship with money? Excited about that.

Eric Brotman [:

And Diary is getting a complete overhaul. Where our Diary segments are going to be moving to the BFG University site and they will be run as webinars so that there's the possibility of interaction, so there's the possibility of having these released much sooner so they can be timely. And, and so what we're hoping is that it'll wind up being a little bit more like a current event. Here's what's going on and I'm excited about that because, because a lot of times when you record podcasts, you record them so far in advance that it's difficult to. You don't know what's going to happen in the markets, in the economy, in the world, in your hometown, in any of those things over the next couple of weeks. And so I think we're about to do something really edgy and exciting.

Hannah Dennis [:

Yeah. And I'm excited for, I think since they're going to be a little bit more timely and they're going to be recorded, you know, the week they're going to come, going to come out. I think it's going to be exciting for our audience to be a little bit more interactive and talk to us about what they want to see and, you know, comment on what they're thinking about the video and what they'd like to see in the future. So I think that's a good opportunity for that as well.

Eric Brotman [:

So we definitely want people to contact you. Yes. When there are ideas. If you all have ideas about guests we could host or about. Or about topics we could tackle or just about whether Hannah should wear her hair in the front or in the back, which was an issue when we first got started today. Figuring out the hair. I, I wore mine this way because I thought this was the right thing to do and I really don't have a lot of choice. So.

Eric Brotman [:

So you've got now not only the podcast and the webinars and some of the webinars. My gosh. Hannah went from being, she went from being brand new at this to being able to put together these extraordinary PowerPoints and, and which are, which have been fun. The one we just did recently was on. Was Halloween time and it was on estate planning doesn't have to be scary. And we told some horror stories with an attorney down in D.C. area. It was so much fun and we had so many people signed up and interested in it and got a wonderful feedback afterwards.

Eric Brotman [:

So I would say you're just getting started.

Hannah Dennis [:

I think so too.

Eric Brotman [:

Now, a couple things that I think we should share with our audience. One is that BFG holds an annual summit and the annual planning summit that we hold for Our team started 23 years ago when I had launched the company. It started as a lunch meeting at a macaroni grill and now it's basically a multi day conference that we have and people look forward to that. And the closing event always involves renting out a karaoke bar. Now at this karaoke bar, which we do have to ourselves, fortunately, we, we sort of have a no video rule because, you know, people who are going to sing sometimes get very uncomfortable. Hannah's the exception to the rule because you can actually sing. I mean really sing.

Hannah Dennis [:

I, I do like to sing.

Eric Brotman [:

So I'm gonna put you on the spot since not singing. No, no, no, you don't have to sing on the podcast. But. But I'm going to put you on the spot because one of the things we talked about was a lot of people like to do a duet with me, which I always have a good time with, you know, and it, and it. You and I are actually going to rehearse, right? This is going to happen.

Hannah Dennis [:

We got the song picks, we got the plan, we're rehearsing.

Eric Brotman [:

So once that happens, I would like to share that with our audience. I think it's the right thing to do. I can't promise it'll be good. No one's going to discover us. We're not going to get a recording contract. But I think that would be fun. I think.

Hannah Dennis [:

All right. If I get 5 to post the video of us singing together, I will, I will post it. I need five comments, though.

Eric Brotman [:

You're, you heard it here first. If you're watching this on YouTube, we need 5 comments to Hannah and she will post us doing a duet at the summit. The summit takes place in early December.

Hannah Dennis [:

We're not messing around either. We're taking it seriously. So it's gonna be good.

Eric Brotman [:

I mean, I, we are, we are not exactly Sunny and Cher or Garth and Trisha or anything like that, but we're gonna do our best. So anything else that you want to share with, with our audience about what's coming in the, in the new year?

Hannah Dennis [:

Well, I think, I just think that we're really kind of honing in on what we want to put out as a company and we're really refining and elevating our content. And I think you should really look out for what we put out because it's going to be really good.

Eric Brotman [:

So you heard it here first. Thank you for doing this. Thank you. I love when you're on the show, we are going to co host something at some point. All right. I'd like to thank everybody for listening and watching today. If you enjoy our show, please subscribe so we can continue to be a part of your journey to financial freedom. We'll be back next week with another engaging guest on Don't Retire, Graduate.

Eric Brotman [:

And in two weeks with our next entry in the Diary of a Financial Advisor. And Remember, starting in January 2026, Diary of a Financial Advisor will be joining BFG University. We'll be bringing new episodes every other Thursday with current events in the economy and markets in the world world. All designed to be timely, entertaining and maybe a little informative. You can go to bfguniversity.com for more information. And for now, this is your host, Eric Brotman reminding you don't retire graduate securities offered through Kestra Investment Services llc. Kestra is member finra, SIPC Investment advisory services offered through Kestra Advisory Services Services, llc. Kestra as an affiliate of Kestra is Kestra is or Kestra as are not affiliated with Brotman Financial or any other entity discussed.

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14. Financial Feminism: Looking at the Big Picture of Gender Equality
00:34:50
13. bonus The Pros and Cons of Using a Robo-Advisor for Investing
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13. Passive Money, Honey: How Passive Income Streams Can Help You Retire Early with Rachel Richards
00:34:16
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00:07:20
12. Stacked: Super Serious Stories About Careers, Crypto, and Getting Rich Quick with Joe Saul-Sehy
00:32:24
11. bonus Paying Down Your Mortgage Early vs. Investing Extra Money?
00:06:32
11. Good with Money: Talking About and Paying Attention to Money to Stop Being Bad with It (ft. Gaby Dunn)
00:37:02
10. bonus How to Say No to Unsolicited Financial Advice
00:06:51
10. Debt Free or Die Trying: The Four-Step Process for Digging Yourself Out of Debt (ft. Marcus Garrett)
00:33:14
9. bonus Common Expenses We Don't Budget For (But Should!)
00:07:31
9. Finding Your Purpose: How to Unlock Your Inner Artist on Your Journey Towards Self-Love
00:32:02
8. bonus How to Balance Saving, Retirement, and Expenses in your Budget
00:07:02
8. Defeating the Villains: How to Save Your Retirement and Financial Plan from Devastation
00:31:26
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00:06:34
7. Finding Alternatives: Using Commercial Real Estate and Private Equity to Reach Your Financial Independence Goals
00:35:04
6. bonus Financial Advice I Wish I'd Never Been Given
00:06:46
6. Simple Wealth: How Your Mindset and Core Values Can Grow Your Wealth
00:34:46
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00:06:15
5. The Joy of Saving: Strategies to Get You Excited About Saving Money
00:35:20
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00:06:25
4. It’s Time to Stop Complaining: Surviving and Thriving in a State of Collective Trauma
00:35:18
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00:06:12
3. Baring it All: Embracing the Intersection of Your Mental Health and Money Journeys
00:33:41
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00:06:51
2. Happiness, Abundance, and Freedom: Changing Your Mindset to Improve Your Life
00:32:21
1. bonus How Did You Spend The Summer?
00:05:28
1. Starting Early: How to Start Investing in Your Children’s Future
00:32:10
11. bonus Setting Yourself Up for Financial Success this Summer
00:04:16
11. Being a Money Talker: Talking to Your Kids about Money and Inspiring Entrepreneurship
00:37:25
10. bonus Justifying the Cost of Financial Advice
00:06:27
10. The Courage of Confidence: Making Gutsy Decisions to Reach your Goals
00:33:03
9. bonus What You Probably Don't Understand About Financial Planning
00:06:40
9. Broadening Your Horizons: Moving Abroad For an Affordable Lifestyle
00:26:55
8. bonus Breaking Up With Your Advisor
00:06:39
8. Winning the Day: Regaining Control of Your Time and Your Life
00:33:47
7. bonus Teaching Your Kids About Personal Finance
00:06:42
7. Shock Your Potential: Unlocking Your Capabilities in Life and Business
00:32:12
6. bonus The Retirement Readiness Checklist
00:08:27
6. Marrying Your Finances: What to do Before You Walk Down the Aisle
00:35:21
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00:06:29
5. Breaking Down Barriers: Understanding and Battling Diversity Issues in Finance
00:35:41
4. bonus TurboTax or a CPA: Which is Better for Me?
00:05:48
4. What Comes Next: Understanding the Legal Process After a Loved One Dies
00:31:19
3. bonus Transitioning into a Post-Career Lifestyle
00:08:53
3. Just Say Yes: Getting Out of a Routine and Embracing New Experiences
00:31:04
2. bonus Opening Roth IRAs for Minors
00:07:04
2. Budgets Made Easy: Setting Smart Goals and Getting Yourself Out of Debt
00:31:19
Risk Tolerance When Approaching Retirement
00:06:28
1. Budgeting Debunked: No-Stress Budgeting for Young Adults
00:32:01
26. bonus Finding a Financial Advisor in Your 20s
00:06:51
26. Financial Planning for All: Financial Tools and Resources You Don’t Need to Be Rich to Use
00:28:01
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00:05:58
25. Retire Before Mom and Dad: Making Smart Decisions Early to Reach Financial Freedom
00:32:49
24. bonus Investment Strategies for Roth vs. Traditional IRAs
00:06:21
24. Your Travel Bucket List: Planning Ahead for a Lifetime of Travel
00:35:01
23. bonus Saving Too Much for Retirement
00:07:17
23. Changing Your Story: Separating Your Identity from Your Job in Order to Be More You
00:30:58
22. bonus What is Single-Premium Life Insurance?
00:07:33
22. Becoming You: How to Stop Existing and Start Living
00:34:44
21. bonus How to Build Your Wealth
00:07:53
21. Combating Dementia: The Financial and Emotional Effects of Alzheimer’s
00:32:42
20. bonus Understanding Your Employee Benefits
00:06:58
20. Making Money Mainstream: How Financial Therapy Can Take the Taboo Out of Finance
00:36:55
19. bonus How You Can Use a Reverse Mortgage
00:05:38
19. Health is Wealth: The Importance of Financial Fitness When Building a Business
00:31:38
18. bonus Dave Ramsey's Debt-Reduction Strategy
00:06:28
18. Resiliency in the Wake of COVID-19: How HSAs and Automated Savings Can Keep Your Retirement on Track
00:33:31
17. bonus The Financial Planning Process
00:08:26
17. What Do You Want to Do Next?: Continuing Your Career Past Retirement Age
00:34:28
16. bonus Moving to Avoid State Taxes
00:05:29
16. Your Happiness Portfolio: Finding Balance in Your Retirement
00:29:34
15. bonus Finding Financial Resources Online
00:06:40
15. We Could Be Doing This Instead: Living a Life That Ignites You
00:32:54
14. bonus Responsible Financial Decisions for Seniors in Retirement
00:05:28
14. Military Money: How Military Families Can Become Financially Savvy
00:31:19
13. bonus Talking to Your Parents About Money
00:06:18
13. Rocking Your Retirement: Creating a Retirement That Isn’t All About Money
00:30:45
12. bonus Future Changes to Real Estate Investing
00:06:45
12. Females and Finance: Being an Ally for Women in a Male-Dominated Field
00:31:48
11. The Psychology of Finance
00:29:52
10. bonus The Future of Higher Education in the Wake of COVID-19
00:07:58
10. Making it Work: Discovering New Opportunities to Build a Business at Any Age
00:33:12
9. bonus The Danger of Panic-Selling Investments
00:07:09
9. Tax Engineering: Finding Ways to Defer Capital Gains Tax to Save Money
00:34:46
8. bonus The Financial Pros and Cons of Returning to Work
00:05:59
8. Retirement in the Wake of COVID-19: Finding Opportunities in the Changing Global Landscape
00:31:04
7. bonus So What's the Good News?
00:05:59
7. Building Your Bridge to Retirement: Figuring Out Where You Want to Go and How to Get There
00:30:11
6. bonus Unemployment Due to COVID-19
00:06:35
6. Finding Your Why: The Financial Resources that Fit Your Lifestyle
00:28:33
5. bonus Roth Contributions When in a High Tax Bracket
00:05:55
5. Aging in Place: Senior Services That Can Help Your Aging Parents Stay in Their Homes
00:28:52
4. bonus Retirement Income Calculator
00:05:29
4. Understanding Medicare Before it’s Too Late with Danielle Roberts
00:33:21
3. bonus Student Loans vs. Retirement Planning
00:04:32
3. Managing Longevity Risk: How to Not Outlive Your Retirement Income with Dr. Wade Pfau.
00:34:01
2. Finding Your Purpose in Retirement
00:29:06
1. Financial Literacy Education with Certified Job and Career Development Coach Jayme Hayes
00:30:42
20. Overcoming Challenges and Inspiring Others to Thrive with Yogi Business Professional Kristy Schiano
00:30:27
19. Finding Happiness and Success in Retirement with retirement consultant Art Koff
00:30:39
18. Grooming your Children for the Family Business
00:31:18
17. Repurposing your Lifelong Career
00:33:13
16. Gender Differences in Financial Planning
00:30:39
15. Creating a Legacy Through Charitable Planning
00:28:58
14. Income Strategies for Retirement Planning
00:30:00
13. How Financial Coaching Can Help Get Anyone Started in Planning for Retirement
00:32:46
12. Why tax planning is more than just filing tax returns
00:33:16
11. Using Home Equity as a Working Asset
00:32:32
10. How the Financial Media Encourages Bad Behavior
00:31:01
9. How Retirement is Not a Sprint, It is A Marathon
00:29:17
8. The Financial Freedom Formula
00:27:51
7. Housing in retirement. To downsize or not to downsize?
00:30:12
6. How to choose a financial advisor and when to know you need one
00:31:21
5. Estate planning basics – not only for the rich
00:29:36
4. Legacy planning – Leaving behind something more important than money
00:30:24
3. Preparing for Act 2 Career
00:27:37
2. Volunteering in retirement –time, talent & treasury
00:29:13
1. Envisioning Your Own Retirement as a Graduation
00:28:33