Home Podcasts The Stacking Benjamins Show
The Stacking Benjamins Show

The Stacking Benjamins Show

Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFP 1480 episodes Latest Jun 1, 2026

The Stacking Benjamins Show is a personal finance podcast that makes money topics fun and accessible. Hosted by former financial advisor Joe Saul-Sehy and CFP Josh Bannerman, the show features expert guests, real headlines, and listener questions. Topics include investing, retirement, budgeting, real estate, and behavioral finance. It has won multiple awards and is known for its entertaining yet educational approach.

Episodes

Helping Mom With Money Before It's Too Late (SB1853) Jun 10, 2026 01:15:51 One day you're comparing Roth IRA options. The next you're helping Mom navigate long-term care paperwork, fighting with a bank over a power of attorney document, and wondering how anyone manages all this without losing their sanity.Welcome to the world of financial caregiving.Today, certified financial planner and financial journalist Beth Pinsker joins us to share the lessons she learned
59% of Retirees Left the Workforce Earlier Than Planned -- Are You Ready If It Happens to You? SB1852 Jun 8, 2026 00:59:48 Most people plan their retirement like they control the date. The data says they don't. A new Society of Actuaries study found that 59% of retirees stopped working earlier than expected -- and for most of them, the decision wasn't theirs. Health setbacks, job loss, caregiving demands, and plain old job dissatisfaction all showed up before the spreadsheet said it was time. Joe and OG dig i
Why High Earners Still Feel Broke (And What to Do About It) SB1851 Jun 5, 2026 01:04:56 You're making more money than you ever have. Your net worth on paper looks great. And yet somehow, there's still too much month left at the end of the money. Joe, OG, Paula Pant, and Jesse Cramer dig into why high earners feel financially squeezed -- and why the answer is almost never what you think it is. Spoiler: it's usually not the lattes, it's not too many accounts, and it might not
Retire by 30: Cody Berman on Building Financial Freedom Faster Than You Think (SB1850) Jun 3, 2026 01:19:13 Cody Berman had the $80,000 corporate job straight out of college, the four-hour daily commute, and the career path everyone said he should want. He hated all of it. By 25, he was financially free -- not because he stumbled into crypto or built a unicorn startup, but because he obsessively maximized the gap between what he made and what he spent, tried 30 different side hustles until a fe
How to Add 1% to Your Portfolio Without Taking on More Risk (The Systems) SB1849 Jun 1, 2026 00:57:03 Most DIY investors spend their energy optimizing investments. The wealthiest investors optimize systems. According to Vanguard, a great advisor can add roughly 3% to your portfolio -- not by picking better stocks, but by keeping you from wrecking what you already have and by making the boring structural decisions most people skip. Joe and OG walk through the return boosters that actually
Stop Treating Every Financial Decision Like It's Mount Everest SB1848 May 29, 2026 00:57:53 Most of the financial decisions keeping you up at night are two-way doors. You can change them. You can undo them. The real one-way doors -- the decisions that actually lock you in -- are rarer than you think, and the problem is we're spending the same emotional energy on both. Joe, OG, Paula Pant, and Jesse Cramer take Simone Stolzoff's uncertainty framework from Wednesday and run it str
Why Uncertainty Is an Opportunity (and some Wall Street players don't want you to know that) SB1847 May 27, 2026 01:01:36 The five highest global uncertainty readings since the 1980s have all occurred in the last five years. And yet the answer Wall Street keeps selling -- products that promise upside without downside -- is mathematically impossible and provably underperforms over time. Simone Stolzoff, author of How to Not Know, spent years studying how people, companies, and investors navigate uncertainty w
How Much Should You Really Save Without Hating Your Life? SB1846 May 25, 2026 01:06:57 Everyone wants to know the magic savings number. Is it 10%? 15%? Half your paycheck while eating ketchup packets in the woods?In this Memorial Day basement hangout, Joe, OG, Doug, and Len Penzo cut through the personal finance nonsense and tackle the real question:How much should YOU actually save?Instead of guilt trips and impossible rules, the crew breaks down how real people build weal
Where Are You Drawing the Line? How Smart Spenders Decide What to Cut and What to Keep (SB1845) May 22, 2026 00:55:49 Prices are up. Budgets are tighter. And people are making some surprising choices about what stays and what goes. The woman skipping the new laptop and the graduation dress is still booked for a Disney cruise, a Bruno Mars concert, and a trip to Lake Erie. It turns out inflation doesn't just squeeze your wallet -- it forces a conversation about what you actually value. Joe, OG, Paula Pant
How to Plan the Perfect Theme Park Trip Without Wasting Your Money or Your Day (SB1844) May 20, 2026 01:06:38 Every family knows the feeling. You spend $1,000 to get everyone to the happiest place on Earth, and by 1:30 someone's crying, someone's sunburned, and somebody just paid $18 for a hotdog. Robert Niles from Theme Park Insider (the site that Robert jokes AI is pulling all its theme park data from) comes back to the basement to help you avoid that fate. This year he's also got strong opinio
Too Much of One Stock? How to Diversify Without Blowing Up Your Tax Bill (SB1843) May 18, 2026 01:05:27 You wake up, check your portfolio, and realize one stock has quietly become your entire retirement plan. Maybe it came from an employee stock purchase plan. Maybe Grandma left you a pile of Apple shares. Maybe you bought NVIDIA in 2012 because you liked the graphics card and forgot about it. However you got here, the problem is the same: one company now owns you. Joe and OG walk through e
The Habits That Actually Make Millionaires (SB1842) May 15, 2026 01:00:36 What actually separates people who build lasting wealth from everyone else? Not the tips. Not the apps. The habits. Joe put the question to a panel of financial planners, coaches, and bloggers -- and turned it into a game. Seven habits, three rounds, two points up for grabs. Monica Scudieri, who paid off $257,000 in debt and reached financial independence in 10 years, joined OG and Jesse

Recommended

Playing