Episodes
Oct. 16, 2026
Wait a second. What in the world is a home equity investment?
Your house has gone up in value. Your checking account hasn’t. Now a company is offering you cash from your home equity—with no monthly payments. Home Equity Investments promise access to housing wealth without another monthly bill. But what do you surrender in exchange, and where will the money come from when it’s time to settle up? Pete, Dame, and Kristen examine how these agreements work, what the numbers can look like, and whether turning home equity into spending money solves a financial p...
Oct. 9, 2026
Does Retirement Require a More Aggressive Asset Allocation in Today's World?
Traditional retirement advice has encouraged investors to gradually reduce risk as they approach retirement. But with retirements potentially lasting 30 years or longer, inflation threatening purchasing power, and retirees increasingly responsible for generating their own income, is that advice still appropriate?
Oct. 8, 2026
You promised to pay for college. Did you promise to go broke?
“We’ll pay for college” is easy to say when your kid is wearing diapers. What happens when they pick a private school, change majors, or need a fifth year? This week, we tackle three listener questions about how much to save, where parents can draw the line, and what to do when a college promise threatens retirement.
Sept. 25, 2026
He Makes $168,000—and Still Can’t Afford to Retire
A 53-year-old newly divorced man earns $168,000, kept the family home, and believes his best earning years are ahead of him. From the outside, he appears financially secure. But he has only $315,000 left for retirement, spends more than his monthly paycheck, carries 22% credit-card debt, and depends on an annual bonus that hasn’t arrived yet. His plan is to maintain his lifestyle, keep the oversized house, and catch up later. Is this merely a four-year financial squeeze—or has a high income di...
Sept. 18, 2026
51 and starting over
After 26 years of marriage, a 51-year-old listener is learning how to manage money on her own. She has a solid income, retirement savings, home-equity proceeds, temporary spousal support—and a persistent fear that one wrong decision could ruin everything. Should she buy another house? Pay off her car? Invest the divorce settlement? Keep helping her adult children? And is retiring at 65 still realistic? In this episode, we separate the financial damage of divorce from the emotional disruption o...
Sept. 11, 2026
Is the great generational wealth transfer real?
Millennials are expected to inherit approximately $46 trillion over the next 25 years, making them the largest beneficiaries of the so-called Great Wealth Transfer. But that enormous number hides an uncomfortable reality: much of the money belongs to a very small number of families, many inheritances won’t arrive until recipients are nearing retirement, and millions of millennials will receive little or nothing. Pete explains where the trillions are actually going, why inheritance may widen Amer...
Sept. 4, 2026
The case for outsourcing all your chores
We’ve all heard “it takes a village," but what if you have to pay for yours? From house cleaners and lawn care to childcare and grocery delivery, outsourcing can give us back time and capacity. But when is it a smart financial choice, and when is “buying back your time” just a fancy way to justify lifestyle creep? We’re talking about what your time is actually worth, what’s worth outsourcing, and when convenience deserves a place in your budget.
Aug. 28, 2026
Americans Would Be Shocked by Canadian Personal Finance
What if you lived just a few hundred miles north—but the rules of your financial life were completely different? This week, we cross the border to examine the surprising realities of personal finance in Canada. From mortgages that regularly reset and government-funded healthcare to tax-free investment accounts Americans might envy, college savings incentives, retirement benefits, housing costs, and household debt, we compare how Canadians build financial lives versus Americans. Which country mak...
Aug. 21, 2026
The Second Best Thing To Do
Personal finance advice has a bad habit of sounding pass/fail. Save 15% for retirement. Have six months of expenses in cash. Put 20% down on a house. Never carry a credit-card balance. Have a will. That advice isn't wrong. In fact, most of it is excellent. The problem is what happens when the "right" answer feels so far away that people do nothing at all. This week, we're not lowering the standards. We're building staircases to them. For some of the biggest financial decisions in your life, ...
Aug. 14, 2026
The S&P 500 isn't what you think it is
The S&P 500 has become the default investment for millions of Americans, but what exactly are you buying when you buy “the market”? We break down how the index actually works, why a handful of enormous companies increasingly determine its performance, how the S&P 500 has transformed over the decades, and whether owning 500 companies really makes you as diversified as you think.
Aug. 7, 2026
The financial distractions keeping you broke
Some financial decisions feel productive without actually making much of a difference. We obsess over coffee, credit scores, investment returns, subscriptions, and finding the perfect savings account while much bigger financial levers go untouched. This week, we identify the financial distractions that steal our attention from the decisions that actually determine our trajectory. Because being busy with your money isn't the same as making progress. A financial priority changes the outcome. A f...
July 31, 2026
The $300k 401k Mistake
A 1% contribution increase doesn’t sound life-changing. Neither does a slightly higher investment fee or a small piece of an employer match. But over an entire career, these tiny percentages can become six-figure decisions. This week, Pete reveals the flashy math hiding inside your company-sponsored retirement plan. You’ll discover how an extra 1% could become more than $70,000, how one misunderstanding could cause you to miss thousands in employer money, and how an invisible fee difference cou...
July 24, 2026
Financial marketing, translated
Every financial company wants your attention. To get it, they rely on polished language, compelling statistics, and phrases that sound reassuring—but often leave out the context that actually matters. In Financial Marketing, Translated, we decode the ads, websites, brochures, and sales pitches that shape financial decisions every day. We explain what the jargon really means, what assumptions are hiding beneath the claims, and the questions every consumer should ask before saying yes. This isn'...
July 17, 2026
You Need HOW Much to Live Comfortably in Indiana?! The $220,000 Headline Everyone Is Getting Wrong
A listener clicked on one of those irresistible CNBC headlines claiming a family of four in Indiana needs more than $220,000 a year to live comfortably. Is that actually true... or is it another example of statistics being stretched beyond recognition? This week, we unpack the difference between a living wage, a comfortable lifestyle, and wealth. We'll explain why national headlines often create more anxiety than clarity, why "comfortable" means something different to everyone, and how to deter...
July 10, 2026
The $50,000 Mistake Hiding Inside Your House
Your house is probably the biggest purchase you'll ever make—but for most people, it's the least managed asset they own. This week, Pete and NeighborServe CEO Dan Hanrahan break down what every homeowner should know: what your home needs, when it needs it, what it should cost, and who you should call before a small problem becomes a financial disaster. You'll learn why experts recommend budgeting 1–4% of your home's value every year for maintenance, why deferred maintenance behaves like high-i...
July 3, 2026
The best financial metric you've never heard of
Most people measure their financial lives by the wrong numbers. Income. Net worth. Debt. Credit score. Those numbers tell you where you are—but they don't tell you whether you're actually moving toward financial freedom. In this solo episode of Worth with Pete the Planner, Pete revisits one of his favorite financial concepts: Power Percentage. Created years ago to answer the question, "Am I doing okay?", Power Percentage measures something far more important than wealth—it measures behavior. ...
June 26, 2026
When Doing the Right Thing Feels Like Financial Failure
You spend years making smart financial decisions. You save aggressively, live below your means, and watch your retirement accounts grow. Then life happens. The family grows, the starter home no longer works, and suddenly your mortgage payment triples. Even when you can afford it, why does it feel like you've made a terrible mistake? This week, we answer an email from a listener who isn't really asking whether he should pay down his mortgage or save for retirement. He's asking a much deeper que...
June 18, 2026
The 2.75% mortgage trap: When a great interest rate keeps you stuck
This week, we tackle one of the biggest financial dilemmas facing homeowners today: what do you do when your life outgrows your house, but your mortgage rate is too good to give up? A listener and her husband are raising two kids, both working from home, caring for aging parents, and trying to decide whether moving from a $600,000 home into a $750,000 home makes financial sense. The challenge? Their current mortgage rate is an almost mythical 2.75%, with just 14 years remaining until payoff. O...
June 11, 2026
The strange reality of the brand new Trump accounts
The government wants to give newborns a $1,000 investment account. Depending on who you ask, it's either a bold step toward building generational wealth or a cleverly branded headline with limited real-world impact. This week, we're breaking down the new Trump Accounts: who qualifies, how they work, and whether they're actually a game changer for American families. We'll run the numbers to see what a single $1,000 investment at birth can become over a lifetime, examine whether the accounts help...
June 4, 2026
The most overrated financial goals
Everyone has financial goals. Pay off your mortgage.Retire early.Get an 850 credit score.Pay cash for everything. But what if some of the most celebrated financial goals in America are actually overrated? This week, Pete, Dame, and Kristen debate the financial goals people chase that may not deserve the hype. From perfect credit scores to early retirement, they explore whether some money milestones are helping people build better lives—or simply giving them something to obsess over. Because ...
May 29, 2026
The Millionaire Math: How to Become a Millionaire in Your 20s, 30s, or 40s
Everybody wants to become a millionaire. Almost nobody wants to hear the actual math required to do it. This week, we break down the old-fashioned path to building a million dollars depending on when you start. What does it actually take if you begin in your 20s? Your 30s? Your 40s? We’re talking real numbers: how much to invest how long it takes what income levels help what lifestyle choices matter most No day trading. No crypto miracles. No “7 passive income streams.” Just the surprisi...
May 22, 2026
The role your house should play in retirement
For decades, Americans have treated their homes like both a dream and an investment strategy. But when it comes to retirement planning, your house has a very specific role to play — and it’s probably not what social media tells you. This week, Pete, Kristen, and Dame tackle one of the most misunderstood retirement concepts in personal finance: why entering retirement without a mortgage can dramatically improve financial flexibility, lower stress, and reduce the amount of money you actually need...
May 15, 2026
Love, marriage, and relationship exit strategies
This week on The Pete the Planner Show, Pete, Kristen, and Dame sit down with divorce attorney Elisabeth Edwards for a brutally honest conversation about the financial side of relationships — before, during, and after marriage. From prenups to hidden debt, alimony to asset division, we unpack the money conversations couples avoid until it’s way too late. Are prenups romantic sabotage or financial maturity? What actually happens to retirement accounts in divorce? Why do smart people make terribl...
May 8, 2026
The hot take Olympics
Welcome to the first-ever Hot Take Olympics — where financial opinions aren’t just shared… they’re defended like gold medals are on the line. This week, Pete, Kristen, and Dame each bring their hottest financial take to the table and battle it out. From housing and retirement to debt, investing, and the financial rules everyone blindly follows, nothing is safe. Some takes might make you nod in agreement. Others might make you yell at your speakers. But that’s the point. Because personal finan...