157. Audit Your Influences – Why Your Financial Role Models Matter

by inside out money | Apr 5, 2026 | Andrew, Early Retirement, Investing, Lifestyle, Money, Psychology

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...

156. Treat Your Morning Like Your Money – The Power of Compounding Habits

by inside out money | Mar 29, 2026 | Early Retirement, Greg, Investing, Lifestyle, Money, Psychology

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...

155. Willpower and Discipline Aren’t the Answer, but This Is

by inside out money | Mar 22, 2026 | Early Retirement, Investing, Lifestyle, Lizgetsloaded, Money, Psychology

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...

153. Return on Hassle – Escaping the Complexity Trap

by inside out money | Mar 8, 2026 | Andrew, Early Retirement, Investing, Lifestyle, Money, Psychology

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...

152. Be Rich, Don’t Look Rich – The importance of Stealth Wealth

by inside out money | Mar 8, 2026 | Early Retirement, Investing, Lifestyle, Lizgetsloaded, Money, Psychology

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...

151. Listener Q&A with Andrew – Surviving Market Downturns, Pensions, Tax Savings, Timing the Market, Dollar Cost Averaging, Net Worth Calculations, 401k Rollovers, and more!

by inside out money | Feb 22, 2026 | Andrew, Early Retirement, Investing, Lifestyle, Money, Psychology

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...