Best Jesse Cramer Podcasts (2025)

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Money Moves That Sound Smart…But Aren’t (Part 2) | E173 17:34

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1d ago17:34

17:34

Some money moves sound smart…until you actually try them. This is Part 2 of our special series where six personal finance experts share strategies that sound smart but rarely are. In this episode, you’ll hear from: Larry McMahon (Uncontrollable Me) on why doing everything yourself can be a costly mistake Sean Mullaney (FI Tax Guy) on when Tradition…

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Money Moves That Sound Smart…But Aren’t (Part 1) | E172 24:31

1d ago24:31

24:31

Some financial strategies sound really smart…until they aren’t. In part one of this special two-part series, we’re diving into real stories from personal finance pros who once made money moves that seemed like great ideas... but turned out to be anything but. You’ll hear honest reflections from: Diana Merriam (EconoMe) on the allure, and pitfalls, …

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Buffett’s Blueprint - 8 Examples of Warren’s Timeless Wisdom - E110 44:09

1d ago44:09

44:09

Jesse explores the timeless wisdom of Warren Buffett, highlighting both his disciplined investment philosophy and his unwavering emphasis on trust and character. Jesse breaks down Buffett’s approach to buying great businesses at fair prices, holding them long-term, and focusing on intrinsic value, margin of safety, and staying within one’s circle o…

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You’re Great at Saving. Are You Good at Giving? If not, start here. | E171 Spencer Reese 57:24

16d ago57:24

57:24

We’re great savers. Probably good earners, too. But what about givers? The FI community excels at building wealth, but often, we’re laser-focused on accumulating it for ourselves. Is that fair? Does that make us selfish? I’m not sure. On one hand, taking care of yourself should be step one - like the old adage goes: “Put on your own oxygen mask bef…

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Scrimping, Splurging, and Other Crazy Spending Stories - E109 50:04

16d ago50:04

50:04

Jesse explores the value of financial priorities and the balance between spending and saving with guests Diania Merriam, Justin Peters, Bill Yount, Jeremy Schneider, Doc G, and Joe Saul-Sehy. Diania highlights the “iceberg principle” of stealth wealth—how true wealth is often what you don’t see, like deferred purchases and unspent money. Justin sha…

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How to Live a FI Life Without the FI Bank Account | E170 Jess from Fioneers 57:26

30d ago57:26

57:26

Why are you chasing financial independence? It could be living a more adventurous life filled with travel or doing work you love, regardless of the pay. Whatever your dream looks like, it probably comes down to two things: freedom and flexibility. We want to be in the driver’s seat of our lives. And we know money is one of the biggest obstacles sta…

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Go Roth Now Before It’s Too Late? And Other Listener Questions | AMA #7 - E108 1:22:17

30d ago1:22:17

1:22:17

Jesse answers a range of listener questions on topics including estate planning, life insurance, financial benefits of marriage, tax strategies for high earners, healthcare in retirement, and investing during economic uncertainty. He explains that heirs to traditional IRAs must pay income tax on withdrawals, while taxable accounts benefit from a st…

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The Women Who Disappeared...And Reappeared 63 Years Later | E169 4:16

1M ago4:16

4:16

What would you do if you had to start over, completely from scratch? In this episode, I share the wild true story of Audrey, a woman who vanished in 1962 and was just found alive, 63 years later. Her story sparked a thought experiment: if you had to reinvent yourself, new city, new career, new hobbies, what path would you choose? We’ll explore what…

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Travel Hacks to Upgrade Your Next Vacation (Without Spending More) | E168 Chris Hutchins 47:27

1M ago47:27

47:27

I get why some people aren’t into traveling. Long flights crammed in a middle seat, overpriced hotels that smell like smoke, and being miles away from the city center - none of that screams “dream vacation.” Now, I’m past the days of budget airlines and sketchy motels but I’m also not flying first class with lay-down seats or staying in luxury hote…

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19 Questions to Uncover Good, Bad, and Ugly Financial Advisors | Don McDonald - E107 59:25

1M ago59:25

59:25

Today, Jesse is joined by Don McDonald to offer a critical examination of the financial advising and annuity industries, warning retirees and near-retirees about misleading sales tactics that exploit fear - especially the fear of market losses. They emphasize the importance of working with fee-only, fiduciary advisors who are legally obligated to a…

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How to Start a Side Hustle in One Month | E167 Nick Loper 49:51

2M ago49:51

49:51

For most of us pursuing financial independence, the math is pretty straightforward: earn more, spend less, and invest the difference. But what if you could speed things up and discover a new passion along the way? That’s where side hustles come in. Not only can they give your FI plan a serious income boost, but they also let you explore projects th…

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Retirees’ Mistakes and Wake-Up Calls: Expectations vs. Reality - E106 28:14

2M ago28:14

28:14

Jesse explores insights from the Retirements and Perspectives study, which captures the experiences and expectations of individuals transitioning into retirement, especially those aged 50 to 75. With half of the participants recently retired and the other half preparing to retire within two years, the study offers a timely look at the "final glide …

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The Tariffs You Should Really Be Paying Attention To | E166 6:07

2M ago6:07

6:07

Tariffs aren’t just for global trade - you can apply the concept to your personal life to protect your time, energy, and values. As we gain more financial freedom, how we spend and make money should evolve too. In this short and reflective episode, I explore the idea of personal tariffs and how I have applied this to things that may seem like a goo…

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You’re Financially Free But It Doesn’t Feel Like It | E165 Shannah Game 30:09

2M ago30:09

30:09

You’ve run the numbers a hundred times. You’ve built the spreadsheets, projected the growth, and calculated your safe withdrawal rate down to the decimal. On paper, money isn’t an issue. You should feel secure. But you don’t. Because even though the math checks out, the feeling doesn’t. The scarcity mindset, the one that pushed you to save relentle…

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It’s Not Too Late: Smart Money Moves After 50 | Bill Yount - E105 58:38

2M ago58:38

58:38

Jesse explores the financial journey of late starters with guest Bill Yount, co-host of Catching Up to FI. In the opening monologue, Jesse shares his “Stupidly Simple Secret Sauce” for personal finance: spend less than you earn, grow income without inflating lifestyle, invest consistently, and prioritize savings. He warns against flashy success sto…

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Tariffs, Turbulence, and the Harsh Truths We Must Now Face - Bonus Episode 44:22

3M ago44:22

44:22

Today, Jesse critiques emotional, reactive investing during volatile market conditions—especially in response to tariffs and recession fears—while promoting disciplined, evidence-based strategies. Tariffs, though intended to protect domestic industries, often raise prices and stoke inflation, ultimately harming consumers, businesses, and investor s…

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How to DOUBLE Your Income in One Year | E164 Andrew Giancola 40:16

3M ago40:16

40:16

In my mid-20s, I was making $50,000. Between San Diego’s high housing costs, dating, a car payment, and other expenses, I barely had anything left to put toward financial independence - let alone fast-track it. I was cutting costs everywhere - negotiating bills, rarely eating out, even walking instead of driving. Frugality was helping but man, the …

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"Tax-Free Retirement" - Smart Strategy or Overhyped Gimmick? And Other Listener Questions | AMA #6 - E104 57:50

3M ago57:50

57:50

Jesse answers listener questions on financial planning, investment management, and retirement. He discusses the challenges of rising homeowner’s insurance costs in high-risk areas, the differences between Treasuries, CDs, and high-yield savings accounts, and the inefficiencies of using life insurance for tax-free retirement. He advises Casey, a fut…

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Welcome to FI Minded (Podcast Rebrand Announcement) 5:58

3M ago5:58

5:58

Want to achieve financial independence without missing out on the fun? FI Minded is for anyone who wants to achieve financial freedom, live life on their own terms, and, most importantly, enjoy the journey along the way! Whether you’re just starting to think about financial independence or already deep into the process, FI Minded gives you the tool…

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Is Real Estate the Best Path to Financial Independence? | E163 Chad Carson 50:58

3M ago50:58

50:58

Is Real Estate the Best Path to Financial Independence? As a die-hard index fund investor, I used to have a clear answer. But after researching Chad Carson’s “small but mighty” real estate philosophy, I’m starting to see the potential. While I still prefer the hands-off nature of index funds, especially as I focus on growing my income - I can see r…

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Life Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103 52:58

3M ago52:58

52:58

Jesse Cramer speaks with Christine Benz, Director of Personal Finance at Morningstar, about insights from her book How to Retire. Before their discussion, Jesse contrasts gambling with long-term investing, emphasizing the risks of short-term market bets versus the reliability of patient investing. Christine highlights the shift in financial advice …

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When You and Your Partner See Money Differently | E162 Brian Page 52:33

4M ago52:33

52:33

Love and money - a perfect match, right? If only it were that simple. Money is personal for everyone. We grow up with different values, learn different money habits from our parents, and develop our own financial preferences. So when two people with unique money mindsets come together, disagreements are bound to happen. Maybe one of you is a saver …

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The Truth About the U.S. National Debt (And How It Impacts You Personally) - E102 41:25

4M ago41:25

41:25

Today we take a look at the U.S. national debt, distinguishing it from household debt and analyzing its impact on individuals and investors. Jesse traces the debt’s history and explains its structure, funding through Treasury bonds, and refinancing process. The discussion covers Modern Monetary Theory (MMT), which suggests that as a currency issuer…

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Do You Know You Can Negotiate Your Medical Bills? Here’s how. | E161 Dr. Virgie Bright Ellington 37:34

4M ago37:34

37:34

In today’s conversation, we will learn how to negotiate your medical bills. Wait, you can do that? Yeah, this was new to me too. Maybe it was the confusing medical jargon or the assumption that hospitals charge fair prices, but negotiating never crossed my mind…and you know I love to negotiate just about everything. Not only should you be negotiati…

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Do Long-Term Investors Need to Invest in Real Estate? | Chad “Coach” Carson - E101 53:12

4M ago53:12

53:12

Jesse is joined by Chad Carson, who discusses residential real estate investing as a stable alternative to stocks and bonds. While real estate offers advantages like rental income, property appreciation, and tax benefits, Jesse also highlights challenges such as high costs, tenant issues, liquidity problems, and the time commitment required. Jesse …

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Spending Experiments: Learn What Purchases Make You Happy | E160 Carl Jensen 55:52

5M ago55:52

55:52

Struggling to spend money? Same here. Honestly, I never thought this would be a problem as I got closer to financial independence. I mean, isn’t the goal to save up enough so we can finally spend on the things we want? Turns out, after 15 years of working hard to build wealth, it’s not so easy to let go. Add in some good old financial insecurities,…

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Favorite Moments, Shoutouts, and a Name Change?! …From Our First 100 Episodes - E100 1:07:29

5M ago1:07:29

1:07:29

Episode 100 of The Best Interest Podcast! This is a celebratory and reflective milestone featuring guest shout-outs, listener-favorite clips, and a discussion on the show's evolution. Jesse shares the podcast's origins, his journey from aerospace engineering to financial planning, and how the podcast nearly faded before finding renewed purpose in 2…

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Fast-Track Your 2025 Money Goals Using These Strategies | E159 Justin Brown-Woods 42:53

5M ago42:53

42:53

It’s the start of a new year, and you’ve set some financial goals like paying off student loans, saving for a down payment, or maxing out your IRA. Whatever your goal, how awesome would it feel if you could fast-track your progress? It’ll take focus and dedication, but with the right strategies, you can turbocharge your cash flow and get there fast…

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Will They Claw Back My Tax Breaks? Should I “Buy, Borrow, and Die?” And More - AMA #5 - E99 43:38

5M ago43:38

43:38

Time for another AMA with Jesse! First, Randy asks what it means to be rich, leading to an interesting evaluation of personal values, goals, and circumstances. Jesse explores relativity, “keeping up with the Joneses”, and what it means to have “enough”. Then, Bob asks about the potential tax burdens on beneficiaries and heirs, and Tom wonders wheth…

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What Happens After I Reach FIRE? Withdrawal Strategy, Spending Changes, & Finding Meaning | E158 Jeremy Schneider 51:31

6M ago51:31

51:31

Since discovering financial independence, I have focused on wealth-building: choosing the right accounts, investing wisely, and cutting expenses to save more. But now that I’m approaching my FIRE number, a new question has emerged—what happens after I reach financial independence? On one hand, there’s the technical side: What’s the best way to with…

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What Do You Mean By “little p purpose”?! | Jordan Grumet - E98 39:26

6M ago39:26

39:26

Jordan Grumet, AKA Doc G, returns to the podcast to share the difference between “Big P Purpose” and “little p purpose” and why you should pursue the seemingly less significant latter. Bringing together his experience in hospice care and finance, Jordan shines light on how we can create our purpose through personal growth and the pursuit of passion…

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Anxiety-Free Purpose: Framework for Creating Purpose in Your Life | E157 Jordan Grumet 46:38

6M ago46:38

46:38

Why save and invest? It’s a rhetorical question, but let’s think it through. When you save and invest, you’re sharing financial resources with your future self. This means your future self won’t have to worry about earning money. With that financial freedom, you gain time—the time you would’ve spent working. And with more time, you have more freedo…

Jesse Cramer Podcasts

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1
FI Minded: Achieve Financial Independence & Have Fun Doing It

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1
In Your Best Interest

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1
Money Moves That Sound Smart…But Aren’t (Part 2) | E173 17:34

1
Money Moves That Sound Smart…But Aren’t (Part 1) | E172 24:31

1
Buffett’s Blueprint - 8 Examples of Warren’s Timeless Wisdom - E110 44:09

1
You’re Great at Saving. Are You Good at Giving? If not, start here. | E171 Spencer Reese 57:24

1
Scrimping, Splurging, and Other Crazy Spending Stories - E109 50:04

1
How to Live a FI Life Without the FI Bank Account | E170 Jess from Fioneers 57:26

1
Go Roth Now Before It’s Too Late? And Other Listener Questions | AMA #7 - E108 1:22:17

1
The Women Who Disappeared...And Reappeared 63 Years Later | E169 4:16

1
Travel Hacks to Upgrade Your Next Vacation (Without Spending More) | E168 Chris Hutchins 47:27

1
19 Questions to Uncover Good, Bad, and Ugly Financial Advisors | Don McDonald - E107 59:25

1
How to Start a Side Hustle in One Month | E167 Nick Loper 49:51

1
Retirees’ Mistakes and Wake-Up Calls: Expectations vs. Reality - E106 28:14

1
The Tariffs You Should Really Be Paying Attention To | E166 6:07

1
You’re Financially Free But It Doesn’t Feel Like It | E165 Shannah Game 30:09

1
It’s Not Too Late: Smart Money Moves After 50 | Bill Yount - E105 58:38

1
Tariffs, Turbulence, and the Harsh Truths We Must Now Face - Bonus Episode 44:22

1
How to DOUBLE Your Income in One Year | E164 Andrew Giancola 40:16

1
"Tax-Free Retirement" - Smart Strategy or Overhyped Gimmick? And Other Listener Questions | AMA #6 - E104 57:50

1
Welcome to FI Minded (Podcast Rebrand Announcement) 5:58

1
Is Real Estate the Best Path to Financial Independence? | E163 Chad Carson 50:58

1
Life Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103 52:58

1
When You and Your Partner See Money Differently | E162 Brian Page 52:33

1
The Truth About the U.S. National Debt (And How It Impacts You Personally) - E102 41:25

1
Do You Know You Can Negotiate Your Medical Bills? Here’s how. | E161 Dr. Virgie Bright Ellington 37:34

1
Do Long-Term Investors Need to Invest in Real Estate? | Chad “Coach” Carson - E101 53:12

1
Spending Experiments: Learn What Purchases Make You Happy | E160 Carl Jensen 55:52

1
Favorite Moments, Shoutouts, and a Name Change?! …From Our First 100 Episodes - E100 1:07:29

1
Fast-Track Your 2025 Money Goals Using These Strategies | E159 Justin Brown-Woods 42:53

1
Will They Claw Back My Tax Breaks? Should I “Buy, Borrow, and Die?” And More - AMA #5 - E99 43:38

1
What Happens After I Reach FIRE? Withdrawal Strategy, Spending Changes, & Finding Meaning | E158 Jeremy Schneider 51:31

1
What Do You Mean By “little p purpose”?! | Jordan Grumet - E98 39:26

1
Anxiety-Free Purpose: Framework for Creating Purpose in Your Life | E157 Jordan Grumet 46:38