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...

150. How to Save Thousands on Your Bills – Scripts, Whips, & Tips

by inside out money | Feb 15, 2026 | Erica, Investing, Lifestyle, Money, Psychology

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...

149. Voting With Your Dollars – Practical Ways to Align Your Spending With Your Values

by inside out money | Feb 8, 2026 | Investing, Lifestyle, Lizgetsloaded, Money, Psychology

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...