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...
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,...
by inside out money | Apr 26, 2026 | Andrew, Early Retirement, Investing, Lifestyle, Money, Psychology
It’s hard to believe that a year has passed since Andrew walked away from his high-stress corporate job. He’s now living a life filled with purpose, time, and a passion for custom bike fitting. Andrew opens up about how his life has transformed. You’ll hear about his...
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...
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...
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...
