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Stacking Benjamins
General Personal Finance30s-50s3x per week (Mon, Wed, Fri)

Stacking Benjamins

Hosted by Joe Saul-Sehy & Josh 'OG' Bannerman, CFP

4.6/5

A former financial advisor and a CFP host a lighthearted show from Joe's mom's basement. Three episodes a week on investing, retirement, and behavioral finance.

6 min read
Podcast Review
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Watch a recent episode above, or catch full shows on their YouTube channel

This review is for informational purposes only and does not constitute financial advice.

A Finance Show That Refuses to Be Boring

Stacking Benjamins records from Joe Saul-Sehy's mom's half-finished basement in Texarkana. The host opens with a neighbor named Doug who delivers trivia. The co-host is Josh Bannerman, a CFP who goes by OG. The guests include personal finance writers, academic researchers, and listeners who call in with questions. None of this sounds like a serious money show, and that is the point. Fast Company called it a great balance of fun and functional, and the show has been named best personal finance podcast by both Bankrate and Kiplinger. The Plutus Awards retired the category from competition after Stacking Benjamins won it twice.

The format works because the hosts treat money as something you can discuss without dread. Saul-Sehy spent 16 years as a financial advisor and hosted a TV segment called the Money Man before launching the show. Bannerman runs Bannerman Wealth and brings the fiduciary perspective. Together they cover investing, retirement, real estate, taxes, and behavioral finance across three episodes a week. The August 31, 2026 episode, "The Mental Trick That Makes Saving Money Effortless," is typical: a serious topic, delivered with enough levity that you finish the episode instead of abandoning it.

If you want a finance show that respects your attention span and your sense of humor, this is among the best in the category. If you want a sober, lecture-style format, the basement energy will grate.

What the Show Does Well

The listener question episodes are the strongest. The August 10, 2026 episode, SB1882, took three calls from listeners facing the same uncomfortable question: what do you do when the obviously right financial move does not feel right? One caller had a generous employer match paired with fund choices he disliked. Another was weighing a Roth conversion with an uncertain future tax bracket. A third was navigating a new special needs diagnosis and trying to understand ABLE accounts and special needs trusts.

The hosts answered all three with the actual mechanics. They explained why turning down a five-figure match over fund quality is almost always the wrong move, and the workaround that fixes it anyway. They walked through how to think about a Roth conversion when your income, future tax bracket, and retirement state are all unknown. They covered what an ABLE account is and how it differs from a 529. That level of specificity is what separates this show from the category average.

The roundtable episodes bring in outside experts for a structured discussion. The August 21, 2026 episode on teaching kids about money brought together a financial educator, a middle school teacher, and the creator of Easy Peasy Finance, who started teaching kids about money at age eight. They built an age-by-age roadmap from swiping a card at six to filing taxes at eighteen. For parents, that kind of concrete progression is more useful than generic advice.

The Behavioral Finance Lens

Stacking Benjamins leans into behavioral finance more than most shows in the category. The July 31, 2026 episode, "Why Smart People Make Dumb Money Decisions," is representative. The hosts do not just list mistakes. They explain the cognitive biases underneath them, why they persist even when people know better, and what structures actually counteract them.

This approach pairs well with our guide to common investing mistakes beginners make, which covers the behavioral side from a different angle. The show's version is more conversational, ours is more structured, and together they cover the ground.

The investing material favors low-cost funds, diversification, and a long horizon. Bannerman's CFP background shows in the way he frames risk and asset allocation. The hosts are consistent on avoiding market timing and on the evidence that most active managers underperform over long periods. For the mechanics of building a portfolio around those principles, our guide to your first investment portfolio in your 20s goes further.

Where the Show Has Limits

The basement format and the trivia segments are divisive. Some listeners find the humor a relief from the seriousness of money. Others find it distracting and want the hosts to get to the point faster. The show runs long, often over an hour, and the structure can wander. If you want tight, information-dense episodes, this is not the show for you.

The Social Security coverage is solid but general. The July 27, 2026 episode, "Everything You Actually Need to Know About Social Security Right Now," covered the basics well, including survivor benefits and claiming strategies for couples. But Social Security optimization depends heavily on your earnings record, marital status, and life expectancy. Run your own numbers with our Social Security estimator before applying any claiming strategy from the show.

The show sells a newsletter called The 201 and a budgeting tool called the Field Kit. The hosts disclose these, but listeners should evaluate them separately from the free content.

Who Should Listen

The show fits listeners in their 30s through 50s who want substance delivered with personality. It suits people who are past the basics and want to understand the why behind the advice. A listener on the August 10 episode was deciding whether to max out a 401(k) with mediocre fund choices. The hosts did not just say yes. They explained the math on the match, the workaround of rolling over to an IRA later, and the tradeoff of giving up the match entirely. That depth is why the show keeps its audience.

It fits less well for listeners who want short episodes, anyone who finds the basement format grating, or people who want a host with a single credential rather than a duo. For a solo-hosted take on retirement planning, pair this with our guide to how much you need to retire.

Getting Started

Begin with the SB1882 listener question episode for a sense of how the hosts handle real problems, then the Social Security episode if retirement is on your radar. The YouTube channel posts full episodes and short clips if you prefer video. Track your retirement and 401(k) progress as you apply the advice, because the show's guidance only pays off if you can see it moving your numbers.

Stacking Benjamins will not give you the driest, most efficient finance show available. It will give you one of the most engaging, and that is why people stay subscribed for years.

This post is for informational purposes only and does not constitute financial advice.

Best Episodes to Start With

  • 1.Should You Max Out a 401(k) You Don't Even Like?
  • 2.Everything You Actually Need to Know About Social Security Right Now
  • 3.Why Smart People Make Dumb Money Decisions

Topics

#podcast-review#stacking-benjamins#investing#retirement#behavioral-finance#financial-independence

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