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170. Waffle Week – On Walking Pads, Dupes, Telehealth, Whole Foods, HSAs, Sleepy Ties, and more

by inside out money | Jul 5, 2026 | Early Retirement, Investing, Lifestyle, Lizgetsloaded, Money

Welcome to another Waffle Week, where we ditch the agenda and just see where the financial conversation takes us. We cover the entire spending spectrum, from spending to saving and from pedicures to standing desks. Grab your favorite protein waffle and join us as we...

169. The choices we make and the ripple effects they have – Compounding your life and finances

by inside out money | Jun 28, 2026 | Andrew, Early Retirement, Investing, Lifestyle, Money, Psychology

Every day we make decisions that seem isolated, but they actually send massive ripples through our long-term financial lives and overall well-being. From the friends we hang out with and the city we live in, to the partner we choose to navigate money with, your...

168. From $25 Airport Muffins to $12 Underwear – The Weird, Irrational Psychology of How We Spend

by inside out money | Jun 21, 2026 | Ginger, Lifestyle, Money, Psychology

We like to think we make rational financial decisions, but the reality is our spending habits are heavily driven by weird, internal cognitive biases. Today, we unpack the completely subjective psychology of how we value money, from price anchoring to mental...

167. How We Automate and Track Our Expenses – Our Favorite Monarch Tips & Tricks

by inside out money | Jun 14, 2026 | Early Retirement, Greg, Investing, Lifestyle, Money, Psychology

We share our best tips for using Monarch Money to track expenses, manage separate accounts, and keep our financial lives completely organized. We discuss how to remove the friction from budgeting and expense tracking and why a consistent approach beats perfection...

166. The Complicated Path to Wealth – Why the “Simple Path” Isn’t Easy

by inside out money | Jun 7, 2026 | Early Retirement, Investing, Lifestyle, Lizgetsloaded, Money, Psychology

In today’s complex world, society often complicates matters and exploits our desire for quick fixes. We must confront the truth: while the “simple path” to wealth may seem straightforward, it is anything but easy. Understanding the mathematics of...

165. The 529 Dilemma: How Much Do You Actually Need to Save for College?

by inside out money | May 31, 2026 | Andrew, Investing, Lifestyle, Money, Psychology

College is expensive, and I think we’re all wondering if we’re saving enough and what’s the “right” amount to save? We are influenced by what our parents did, what we feel we can afford, and a slew of other factors. Ultimately, we need to make a decision, have a plan,...
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