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PODCAST

Inside Out Money

A personal finance podcast redefining wealth from the inside out. Weekly podcasts with host Maggie and a rotating set of co-hosts: Greg, Liz, Andrew, and Erica.

business investing

All Episodes

01:30:18

159. Waffle Week - On Friendship, Money Dates,...

Inside Out Money ·

2026/04/19

We talk about friendship, money dates, pelotons, open tabs, expense tracking, and so much more in the first and highly requested no-agenda episode. We also answer some listener questions and discuss standard vs. itemized deductions on your taxes, rental income as an early-retirement strategy, spending levels in early retirement, when Liz is going to retire, how we track our expenses, and more. And we might just explain to you what waffling means. Get the full show notes, show references, and more

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00:53:41

158. The Science of Less - Why Subtraction Is the...

Inside Out Money ·

2026/04/12

We truly believe less is more, and so we’re challenging ourselves to focus more on subtraction and less on addition. The financial industry and broader world want us to believe that complexity is a necessary evil and will even improve our financial situation, but it’s just not true. We often say comparison is the thief of joy, but so is complexity! One of the most powerful financial moves we can make is focusing on subtracting, reducing our wants, and truly buying into the idea that less is more. By

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00:55:00

157. Audit Your Influences - Why Your Financial Role...

Inside Out Money ·

2026/04/05

Who are your financial role models? Who we choose to emulate matters, and it’s important to avoid falling into a prestige trap. We are biologically hardwired to want to copy high-status individuals, even when these people often make poor choices and don’t emulate how we want to be in the world. We’re discussing our financial role models and why we want to be more like them. We also share some cautions to keep in mind when choosing your own financial role models. Get the full show notes, show

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00:36:40

156. Treat Your Morning Like Your Money - The Power...

Inside Out Money ·

2026/03/30

I used to consider sleeping in to be the ultimate flex, but I’ve learned the flex might actually be waking up. Creating a personal structure is a powerful gift you can give your future self. Greg and I discuss the surprising connection between your alarm clock and your bank account, exploring how getting your own routines in order naturally inspires your partner to do the same without sparking a defensive fight. By reframing waking up as a proactive commitment to yourself rather than a reactive,

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01:08:24

155. Willpower and Discipline Aren't the Answer, but...

Inside Out Money ·

2026/03/22

We’ve been told all of our lives that willpower, discipline, and more inner fortitude are what we need to accomplish just about any goal, but what if it’s not? True financial freedom doesn't actually come from trying harder; it comes from situational agency and designing an environment where your money takes care of itself while you are busy living. We explore why willpower is the least effective tool in your kit and how high achievers simply experience fewer temptations because they have pushed

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00:49:18

154. Buying Back Your Brain - Tactics to Exit the...

Inside Out Money ·

2026/03/16

Overwhelm is more than a feeling; it is a hidden financial variable that makes sound long-term decision-making biologically impossible. We explore the reality of overwhelm and how reactive spending and convenience taxes can cost us. We discuss tactical ways to downshift your nervous system, fight overwhelm, and regain control of your money and financial decisions. Get the full show notes, show references, and more information here:

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00:41:31

153. Return on Hassle - Escaping the Complexity Trap

Inside Out Money ·

2026/03/09

People profit from complexity, but some of the most successful investors prioritize their return on hassle (ROH), even over their ROI. We dig into the age-old debate of trading our time for our money and explore how complexity can make us become an employee of our own wealth. By shifting our focus from complex optimization to intentional simplicity, we can stop paying a "hassle tax" with our lives. Let’s look at why the best-performing portfolios are often the most invisible ones and how

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01:14:16

152. Be Rich, Don’t Look Rich - The importance of...

Inside Out Money ·

2026/03/02

We explore the art of stealth wealth, avoiding lifestyle inflation and living below your means. Stealth wealth is the practice of maintaining a modest lifestyle despite significant financial assets; it’s the original millionaire-next-door concept. Before we dive into the stealthy stuff, we riff on everything on our minds lately, from financial to general life updates.

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00:50:16

151. Listener Q&A with Andrew - Surviving Market...

Inside Out Money ·

2026/02/23

This week, Andrew and I answer your money questions, starting with Andrew's own real-time question: should he invest a lump sum all at once, dollar-cost average, or hold onto it in an attempt to time the market? We also answer other listener questions, including how to calculate your net worth, how to account for a pension in your retirement calculations, how to roll over a 401k from a previous job, thoughts on accessing retirement funds during a market downturn, tips for lowering bills, and tax

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00:47:01

150. How to Save Thousands on Your Bills - Scripts,...

Inside Out Money ·

2026/02/16

Maintaining your lifestyle doesn't have to come with a "Loyalty Tax" that rewards your silence with creeping costs. We explore how a few hours of "polite friction" each year can claw back thousands of dollars from service providers who spend a fortune to acquire you but very little to keep you. By applying the "Return on Hassle" framework, we show you exactly which bills are worth the fight and provide the literal scripts you need to win. Stop treating your monthly

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01:16:47

149. Voting With Your Dollars - Practical Ways to...

Inside Out Money ·

2026/02/09

In a world that feels increasingly polarized, we explore how to use your capital as a tool for change without losing your mind or your net worth in the process. We dive into the practicalities of "voting with your dollars," acknowledging that while consumer spending drives nearly 70% of the U.S. GDP, achieving total moral purity in a global economy is nearly impossible. We share our personal guardrails for boycotting, the "one more place" rule, and why we prioritize progress over

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00:51:16

148. 2025 Expense Review Part 2 - The real cost of...

Inside Out Money ·

2026/02/02

We are continuing our annual expense review tradition by digging even deeper into our 2025 spending. In part two, we move beyond the totals to examine the specific categories that often make or break a budget—from rising insurance premiums to the actual cost of our cell phone plans. We also explore how we’re investing intentionally in our health and fitness to ensure our wealth includes wellness. Plus, we’re serving up the delicious details of what we ate and drank in 2025, comparing our grocery

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01:16:03

147. 2025 Expense Review Part 1 - From $93K to $192K,...

Inside Out Money ·

2026/01/26

Analyzing where every dollar goes provides the ultimate leverage for financial independence, and in this annual tradition, we’re pulling back the curtain on our 2025 household spending. From finished decks and water filters to personal trainers and pilates, we break down the total expenses for all four co-host households. We explore how intentionality often trumps deprivation, whether that means slashing Amazon spending by 90% or investing in quality athletic gear. Join us for an honest look at what

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00:35:14

146. The Boring Middle - Stop Waiting for Retirement...

Inside Out Money ·

2026/01/19

The initial thrill of optimizing your budget and automating your investments eventually fades into a long, quiet stretch known as the "Boring Middle." We dive into why this phase is actually the ultimate sign that you are doing everything right, even when the lack of dopamine makes you want to tinker with your portfolio. By shifting your focus from the spreadsheets to life design, you can stop waiting for a future "number" and start living the life you want today. We explore the

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00:54:59

Generational Wealth: Give While You Live or Leave a...

Inside Out Money ·

2026/01/12

We tackle the complex and often controversial topic of generational wealth, shifting the focus from simply leaving an inheritance to actively preparing the next generation to handle it. Whether you are building wealth from scratch or navigating the nuances of being a "trust fund kid," we explore how to foster open communication, set healthy boundaries, and ensure your financial legacy is a gift of opportunity rather than a burden of entitlement. Along the way, we revisit core concepts from

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01:09:54

144. Financial goals that don’t suck - 7 traps to avoid

Inside Out Money ·

2026/01/05

We often fall into the trap of setting financial goals that are destined to fail, so we’re exploring why some goal-setting attempts fail and how to pivot away from the common mistakes that turn well-intentioned plans into forgotten wishes. By shifting our focus, we can find the traction needed to make real progress. We dive into the psychology of "fresh starts," the power of accepting mediocrity to overcome perfectionism, and why your most successful financial year might actually involve a

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01:23:12

143. End of Year Pod Party - Layoffs, Corporate...

Inside Out Money ·

2025/12/29

We’re wrapping up 2025 with a "pod party," the whole co-host crew gathers to recap a year of peaks, pits, and lessons learned. We pull back the curtain on our personal balance sheets to share what happened in our lives this year beyond the numbers.Get the full show notes, show references, and more information here: https://www.insideoutmoney.org/143-end-of-year-pod-party-layoffs-corporate-america-downsizing-simplicity-time-lesson-learned-and-more/

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00:36:32

142. The One Choice that can save you millions

Inside Out Money ·

2025/12/22

Forget the complex spreadsheets and the endless debate over index funds; there is a single, overlooked choice that quietly dictates whether you will save thousands or millions over the course of your life. This invisible force shapes your spending habits, your stress levels, and your perception of "enough" without you ever realizing it. While most people focus on the tactical side of money, we explore the environmental factors that either trap you in a cycle of scarcity or propel you

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00:39:45

141. The lazy genius way to improve your finances

Inside Out Money ·

2025/12/15

We explore how to improve your financial mindset and tactics by adopting the "Lazy Genius" approach from author Kendra Adachi. The core philosophy is to be a genius about the things that matter and lazy about the things that don't. Learn how to apply the Lazy Genius principles—which focus on embracing what matters, ditching the unnecessary, and reducing decision fatigue—directly to your personal finances. Get the full show notes, show references, and more information here:

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01:25:53

140. Financial Favorites: Our top accounts, hacks,...

Inside Out Money ·

2025/12/07

We share our favorite financial apps, surprising life hacks, money mantras and quotes we live by, and life-changing purchases. Also discover the credit cards we use daily, our preferred High-Yield Savings Accounts (HYSAs) and index funds, and the one trick that finally helped us quit impulse spending. And in what you’ve come to expect from us, we discuss a million other things along the way. Get the full show notes, show references, and more information here:

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162 results

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