Best Jeremy Keil Podcasts (2025)

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37. Motivational Interviewing: Guiding Clients Towards Change Without Being Pushy with Jeremy Keil 37:17

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16d ago37:17

37:17

Text us to share what you found helpful! You've been to those conferences. Every speaker says "the key to success is asking great questions" - then they stop talking. Maybe they give you one or two magic phrases, but nobody teaches you how to actually have these conversations. In this episode, CFP Jeremy Keil breaks down motivational interviewing (…

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682. The Retirement Leap of Faith w/ Jeremy Keil 50:58

19d ago50:58

50:58

No matter how you look at it, retirement ends up being a big leap of faith. In this episode I talk with financial planner Jeremy Keil about all things retirement. How do you know when the time is right and how to plan accordingly? His book is titled Retire Today. Learn more about your ad choices. Visit megaphone.fm/adchoices…

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How to Save Money Without Making Your Life Miserable (SB1770) 1:02:33

18h ago1:02:33

1:02:33

Here's the problem with most frugality advice: it makes you feel like a monk who's taken a vow of joylessness. Joe Saul-Sehy and Neighbor Doug gather the roundtable crew—Paula Pant (Afford Anything), Jesse Cramer (Personal Finance for Long-Term Investors), and Andy Hill (Marriage, Kids, and Money)—to prove that frugality isn't about deprivation. It…

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38. Helping Couples to Do Money Together: An Advisor’s Guide with Heather & Douglas Boneparth 39:28

1d ago39:28

39:28

Text us to share what you found helpful! You've seen it happen: one partner takes notes while the other zones out. Tension surfaces when discussing spending. Only one person shows up to quarterly reviews. Sound familiar? This episode tackles the messy, emotional work of helping couples navigate money together. I sit down with Heather and Douglas Bo…

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687. Ten Things About Happiness (Solo) 32:20

1d ago32:20

32:20

In this solo episode, I talk ten things about happiness. Although the happiness code is looked as a mystery, I believe these ten things will make the concept more tangible. What is happiness to you? Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Jordan Grumet (Doc G)

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Why Your Life Expectancy Number Might Be Wrong with Dale Hall 40:12

3d ago40:12

40:12

Dale Hall of the Society of Actuaries explains how to project your longevity and why informed life expectancy matters for retirement planning. Most people build their retirement plan around a single number: life expectancy. They’ll say, “My dad died at 78, my mom at 82, so I’ll probably be gone by then too.” Then they quietly design their plan to “…

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Morgan Housel: Why You Spend Money (And How to Do It Better) SB1769 58:26

3d ago58:26

58:26

Here's something nobody tells you: knowing how to make money is easy compared to knowing how to spend it well. Morgan Housel, bestselling author and one of the sharpest minds in personal finance, is back in the basement with Joe Saul-Sehy, OG, and Neighbor Doug to tackle the question most financial advice completely ignores: why do we spend the way…

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686. Your Thoughts Lie to You w/ Lybi Ma 52:41

5d ago52:41

52:41

Lybi Ma is an editor of the famed Psychology Today website. She has recently written a book called How To Be Less Miserable. In this fascinating conversation we talk about how our minds lie to us and often lead us astray from happiness. Do we try to be more happy or just less miserable? Learn more about your ad choices. Visit megaphone.fm/adchoices…

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The Tax Basics You Should've Learned Years Ago (But Nobody Taught You) SB1768 1:12:55

5d ago1:12:55

1:12:55

Let's be honest: taxes feel like that thing you're supposed to understand but somehow never learned, and now you're too embarrassed to ask. Joe Saul-Sehy, OG, and Neighbor Doug welcome Hannah Cole—artist-turned-tax-pro and author of the brand-new book Taxes for Humans—to finally explain taxes in language that doesn't require a CPA license to unders…

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Board Games That Make You Smarter With Money (Without Feeling Like School) SB1767 1:15:59

8d ago1:15:59

1:15:59

Here's a secret: some of the best financial education doesn't come from books or podcasts. It comes from a board game box. Joe Saul-Sehy welcomes Kylie Prymus, board game expert and owner of Pittsburgh's award-winning store Games Unlimited, for a conversation about the games that sneak money lessons into brilliant gameplay. These aren't boring "edu…

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685. Can ChatGPT Help Me Retire? (Community Episode) 48:36

9d ago48:36

48:36

In this community episode, we discuss the role of AI in planning your retirement. Can ChatGPT provide us with the answers? Also, how early should we start planning for retirement day? We are joined by Bill Yount from The Catching Up to FI Podcast and community member SuzyB. Learn more about your ad choices. Visit megaphone.fm/adchoices…

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How to Manage Your Parents’ Finances – Financial Caregiving with Beth Pinsker 37:00

10d ago37:00

37:00

Author Beth Pinsker shares her experience overcoming the challenges of financial caregiving based on her book “My Mother’s Money.” Most people imagine estate planning, inheritance, and beneficiaries when they think about aging. But today, more and more adult children are also facing something much harder: stepping in to manage their parents’ financ…

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Black Friday Tech: What's Worth Buying (And What's Just Hype) SB1766 1:09:10

10d ago1:09:10

1:09:10

Black Friday's coming, your inbox is screaming deals at you, and you're trying to figure out: is this tech actually worth it, or will it be collecting dust by Valentine's Day? Joe Saul-Sehy, guest co-host CFP Anna Allem, and Neighbor Doug bring in Bridget Carey from CNET to cut through the holiday tech chaos. Bridget's spent her career testing gadg…

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684. A Human First Retirement w/ Dan Haylett 54:19

12d ago54:19

54:19

We chat with dan Haylett about what it means to plan a human first retirement. Too often, we get the math right but the psychology wrong. How do we have a happy retirement? Dan's new book: The Retirement You Didn’t See Coming. Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Jordan Grumet (Doc G)

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The Smart Person's Guide to Black Friday Deals (SB1765) 1:22:09

12d ago1:22:09

1:22:09

Black Friday is coming, and you've got two choices: get trampled at 3 a.m. for a discount air fryer, or learn how the pros actually save hundreds without the drama. Joe Saul-Sehy and Neighbor Doug kick off Black Friday week with the perfect blend of strategy and sanity. First up: Australian comedian Josh Liston tries to make sense of American Thank…

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How to Actually Use Money Apps the Right Way (According to FinTech Pros) SB1764 1:14:50

15d ago1:14:50

1:14:50

What if you could sit down with the people actually building the future of personal finance and just... ask them everything? That's exactly what happens in this episode. Joe Saul-Sehy gathers three FinTech insiders around the basement table—Peter Polson (founder, Tiller), Aaron Froug (founder, Grifin), and Ryan Ruff (longtime FinTech pro, Array)—fo…

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683. Ten Things About Investing (Solo) 33:03

16d ago33:03

33:03

In this ten things episode I talk investing. Investing, in general, is a lot easier than i think we make it out to be. Today, we focus on paper assets and I bring up ten key points about dealing with the stock market. Am I right? Let me know at [email protected]. Learn more about your ad choices. Visit megaphone.fm/adchoices…

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Estate Planning Made Simple: Protect Yourself Today, Protect Your Family Tomorrow 23:57

17d ago23:57

23:57

Jeremy Keil dives into the details of estate planning, what people often miss and how to leave a legacy that lasts. When most people hear the words estate planning, they think about wills, trusts, and what happens after they’re gone. But that’s only half the picture. Estate planning is just as much about protecting you while you’re alive as it is a…

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How to Actually Listen (Not Just Wait to Talk) SB1763 1:17:54

17d ago1:17:54

1:17:54

Be honest: When someone's talking to you, are you actually listening—or just waiting for your turn to speak? Joe Saul-Sehy and OG welcome executive coach Katie O'Malley, who's here to expose how terrible most of us are at paying attention—and more importantly, how to fix it. Whether you're trying to connect with your spouse, navigate a tough conver…

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Should You Actually Use a Catastrophic Health Plan? (& more questions from YOU!) SB1762 1:14:22

19d ago1:14:22

1:14:22

Pop quiz: If your health insurance premiums keep climbing, should you just go catastrophic and pocket the savings? Joe Saul-Sehy, OG, and CFP Anna Allem tackle that exact question, along with a handful of other money decisions that keep Stackers up at night. From navigating healthcare coverage gaps to figuring out when (and how) to withdraw from a …

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Why You Feel Broke Even When You're Doing Everything Right (SB1761) 59:56

22d ago59:56

59:56

Ever feel like you're doing everything "right" with money—but still barely getting ahead? You're budgeting. You're saving what you can. You cut the subscriptions, meal prep on Sundays, and skip the daily latte. So why does it still feel like you're spinning your wheels? In this Greatest Hits episode, Joe Saul-Sehy welcomes Erin Lowry (Broke Millenn…

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681. Recent Criticism (Solo) 33:24

23d ago33:24

33:24

In this episode I discuss a spate of negative Apple reviews about the podcast. I thought that listeners might want to hear a discussion about what and how I make the Earn & Invest. Why advertisements? We cover a few other objections brought up by the public. Learn more about your ad choices. Visit megaphone.fm/adchoices…

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Jonathan Clements: Why Simple Beats Complicated Every Time (SB1760) 1:23:29

24d ago1:23:29

1:23:29

Here's what nobody tells you about building wealth: it's not about finding the perfect investment or timing the market. It's about doing boring things consistently until they're not boring anymore—they're just your life. In this Greatest Hits episode, Joe Saul-Sehy and OG revisit a 2023 conversation with Jonathan Clements, the beloved former Wall S…

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680. Should You Choose Passion or Money w/ Bill Keenan and Alfredo Barrios Jr. 49:07

26d ago49:07

49:07

Should you choose passion or money when it comes to your career? I discuss the upcoming movie Bull Run with creators Bill Keenan and Alfredo Barrios Jr. The story follows a junior investment banker and the hijinks that uncover a deeper question about how we work. Learn more about your ad choices. Visit megaphone.fm/adchoices…

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What a 12-Hour Walk Teaches You About Money (And Life) SB1759 59:53

26d ago59:53

59:53

Here's a wild idea: What if the thing holding you back isn't your bank account, your age, or your circumstances—it's just the story you've been telling yourself? Joe Saul-Sehy and OG sit down with Colin O'Brady, four-time world record holder and endurance athlete who's done things most people would call impossible: solo trek across Antarctica, row …

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What Retirees Wish They'd Known 10 Years Ago (SB1758) 1:10:58

29d ago1:10:58

1:10:58

Want to know what keeps retirees up at night? It's not what they did—it's what they wish they'd done ten years earlier. Joe Saul-Sehy is joined by Jill Siriani (Frugal Friends), Jesse Cramer (The Best Interest), and Doc G (Earn & Invest), who all pull up chairs in the basement for a powerhouse roundtable on the five regrets that show up again and a…

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36. The Trust Equation: How Behavioral Data Transforms Client Relationships with Marla Sofer 41:59

30d ago41:59

41:59

Text us to share what you found helpful! You can deliver perfect asset allocations and outperform benchmarks all day long, but here's what Marla Sofer, founder of Knomee, knows after 25 years in financial services: those are just table stakes. The real differentiator—the thing that determines whether a client gives you 10% of their portfolio or bec…

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679. Ten Things About Health 32:16

30d ago32:16

32:16

In this ten things episode, I expound on something that I discuss a lot outside of the podcast. Longevity influencers abound and they are pedaling all sorts of advice about how to be healthy. In many ways, I think they are wrong. This is why. Learn more about your ad choices. Visit megaphone.fm/adchoices…

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Retire Often: How Mini Retirements can Transform Your Career with Jillian Johnsrud 36:22

1M ago36:22

36:22

Author Jillian Johnsrud explains how mini retirements help people retire often in this week’s episode of “Retire Today” with Jeremy Keil. When most people think about retirement, they picture one big event—the day they finally walk away from their job and start living life on their own terms. But what if instead of waiting 30 or 40 years for that f…

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Financial Literacy for Kids + Are Annuities Actually Safe? SB1757 1:09:14

1M ago1:09:14

1:09:14

Here's a question: If everyone's buying annuities right now, does that mean you should too? Joe Saul-Sehy, OG, and Neighbor Doug tackle that exact question in this week's episode—but first, they're starting with the basics. Because before you can figure out complex financial products, you need to nail the fundamentals. And who better to teach them …

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678. The Problem With Financial Caregiving w/ Beth Pinsker 54:05

1M ago54:05

54:05

Do you have parents or loved ones that you feel responsible for? Managing the finances of a parent or other person as they are getting older and dealing with disease and mortality is difficult. Today we talk about how you can run afoul and what to do about it with Beth Pinsker, author of My Mother's Money. Learn more about your ad choices. Visit me…

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What to Do When Money Gets Tight SB1756 59:48

1M ago59:48

59:48

Nobody plans for their finances to get tight. But here you are, staring at your bank account, wondering if you should panic now or wait until next Tuesday. Joe Saul-Sehy, OG, and Neighbor Doug are here to talk you off the ledge—and give you an actual plan for when money gets squeezed. Whether you're facing a layoff, dealing with reduced hours, brac…

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Tales of Financial Horror (and how we exorcised them) SB1755 1:00:50

1M ago1:00:50

1:00:50

Pop quiz: What's scarier than a haunted house? Opening your credit card statement after a "just this once" shopping spree turned into a six-month spiral. Joe Saul-Sehy and Neighbor Doug gather 'round the basement campfire with Doc G (Jordan Grumet from Earn and Invest), Jesse Cramer (Personal Finance for Long Term Investors), and special guest Emil…

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677. Abundance (Community Episode) 26:35

1M ago26:35

26:35

This live podcast was recorded at the Wealth With Purpose Mastermind this past weekend in Chicago, Illinois. Participants were asked two questions and their answers were recorded. This is your community episode. Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Jordan Grumet (Doc G)

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Long-term Care Insurance vs. Self-Insurance: What’s Better for Retirees? 19:23

1M ago19:23

19:23

Jeremy Keil compares long-term care insurance to self-funding long-term care through the lens of 3 clarifying questions. When most people start planning for retirement, they’re focused on investment returns, income, and taxes. But one of the biggest financial and emotional challenges retirees face isn’t about markets or money — it’s about health. S…

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Banishing Money Monsters: How to Talk Money With Anyone (Partners, Roommates, or Coworkers) SB1754 1:09:33

1M ago1:09:33

1:09:33

You know what's truly terrifying? Realizing you and someone you share money decisions with have completely different ideas about finances—and you're both convinced you're right. Joe Saul-Sehy and OG welcome Doug and Heather Bonaparte, a CFP and business partner duo who've mastered the art of not killing each other over finances. And when you work t…

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676. Ten Things About Masterminds (Solo) 32:28

1M ago32:28

32:28

Are you a part of a mastermind? If not, you may wonder what one is about and what we do in them. In this episode, I explore why masterminds can benefit you. Here is ten things about why I think they are important. Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Jordan Grumet (Doc G)

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Real Money Horror Stories (And How Not to Star in Your Own) SB1753 1:03:36

1M ago1:03:36

1:03:36

What's scarier than a haunted house? Looking at your retirement account after ignoring it for five years. Joe Saul-Sehy, OG, and Doug welcome back Chuck Jaffe (Money Life with Chuck Jaffe) for his legendary annual Halloween visit—and this year, he's bringing two treats to the basement. First up: Chuck's Halloween Money Game for kids. Picture this: …

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You've Got Enough Money to Quit. Should You? SB1752 1:06:11

1M ago1:06:11

1:06:11

Here's a question nobody in the FIRE movement talks about: What if you reach financial independence... and don't want to quit? Joe Saul-Sehy, OG, Paula Pant (Afford Anything), and Doc G (Earn & Invest) tackle the idea of Reverse FIRE—people who've hit their number but choose to keep working anyway. And before you roll your eyes, hear them out. Beca…

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35. Understanding ADHD and Money with Christine Hargrove, PhD 44:20

1M ago44:20

44:20

Text us to share what you found helpful! When clients miss meetings, avoid financial conversations, or struggle to follow through on planning recommendations, most advisors assume it's about motivation or priorities. Christine Hargrove, PhD and assistant director of the Love and Money Center at UGA, reveals why these behaviors often signal somethin…

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675. Ten Things About Taxes (Solo) 31:43

1M ago31:43

31:43

In this ten things episode we talk taxes. While my view may not match everyone's., I feel like we radically overthink the concept. Listen as i set the record straight. Send all comments to [email protected] Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Jordan Grumet (Doc G)

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How Today’s Pre-Retirees Are Rethinking Retirement with Rona Guymon 23:02

1M ago23:02

23:02

Rona Guymon and Jeremy Keil discuss how the recent economic changes have affected retirement plans and strategies. Is inflation forcing you to rethink your retirement plans? You’re not alone. In a recent episode of the Retire Today podcast, I sat down with Rona Guymon from the Nationwide Retirement Institute to discuss how recent economic changes a…

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Your Money Problems Aren't Math Problems (They're People Problems) SB1751 1:13:35

1M ago1:13:35

1:13:35

Here's the secret nobody tells you: your money problems probably aren't math problems. Joe Saul-Sehy and OG sit down with Carl Richards—financial planner, New York Times columnist, and the guy behind those brilliant "Sketch Guy" drawings that make money actually make sense. Carl's spent his career helping people untangle their relationship with mon…

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674. Are We Roth Crazy? w/ Sean Mullaney 51:29

2M ago51:29

51:29

Are we roth crazy? Sean Mullaney and I talk about common misconceptions when it comes to tax planning. Not only whether we should be doing Roth conversions but also the future of taxation in America. Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Jordan Grumet (Doc G)

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Should You Drain Your Emergency Fund? (And 4 Other Money Questions Keeping You Up) SB1750 1:10:43

2M ago1:10:43

1:10:43

You've got questions. We've got two CFPs and a former planner ready to hash it out. Joe Saul-Sehy, OG, Doug, and CFP Anna Allem tackle the money decisions you're actually losing sleep over—and here's the thing: they don't always agree on the answer. That's the point. Should you drain your emergency fund to pay off debt? Is whole life insurance for …

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What Lucky People Do Differently With Money (SB1749) 1:07:29

2M ago1:07:29

1:07:29

Think some people just have all the luck? Think again. Joe, OG, Paula Pant (Afford Anything), and Chris Luger (Heavy Metal Money) break down what separates people who catch breaks from those who don't...and spoiler alert: it's not about being in the right place at the right time. It's about what you DO when opportunity shows up. And before that: ho…

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673. Ten Things About Disapointment (Solo) 31:38

2M ago31:38

31:38

This solo episode is following up on our interview with Ilana Golan from the Leap Academy. Ilana faced dissapointment. So will you. Let's chat ten things about dissapointment. Do you agree? Let me know: [email protected]. Learn more about your ad choices. Visit megaphone.fm/adchoicesBy Jordan Grumet (Doc G)

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12 Rules for Dividend Investing with Kanwal Sarai 32:52

2M ago32:52

32:52

Kanwal Sarai of “Simply Investing” explains his 12 rules for dividend investing and how this strategy could be used in retirement planning. When most people think of investing, they picture charts, constant news updates, and the stress of trying to time the market. But as my guest Kanwal Sarai shared on the Retire Today podcast, successful investin…

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How to Deliver the “WOW” in Everyday Life (with longtime former Royal Caribbean Chairman and CEO Richard Fain) SB1748 1:11:56

2M ago1:11:56

1:11:56

You don’t have to command a cruise ship (or a boardroom) to lead with purpose. On this episode of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Neighbor Doug welcome Richard Fain, longtime chairman and former CEO of Royal Caribbean Group, for a conversation that’s not about corporate leadership… but about life leadership. Richard shares timel…

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672. How to Build a Portfolio Career w/ Ilana Golan 49:58

2M ago49:58

49:58

Ilana Golan is the creator of Leap Academy where she helps people develop portfolio careers. What is a portfolio career and how do we develop it with the right amount of AQ? Listen to this broadranging converssation about the future of careers. Learn more about your ad choices. Visit megaphone.fm/adchoices…