Jacob Wade knew nothing about money growing up. Any money he made at his mall jobs was instantly blown on mall food and silly teenage expenses.
His father passed away when he was 4, leaving him an inheritance of $100,000 when he turned 18. Jacob quickly spent it on a truck, customized to the hilt. He soon had nothing to show for it, and at his lowest point, ... Show More
Apr 24
From $69K Debt to Financial Independence in NYC
Kim Hunter Borst didn’t start her financial independence journey in New York City—but it’s where everything changed. After building a high-income life, she and her husband found themselves $69,000 in debt from lifestyle inflation. Instead of leaving NYC, they got intentional—cutt ... Show More
31m 16s
Apr 23
Paula Pant Quit Her Job with $25K (Now She’s FI in NYC)
Paula quit her $32,000 job in 2008—before she’d ever heard of the FIRE movement—with just $25,000 saved to travel the world. When she came back, she started freelancing and made a pivotal decision: buying a triplex and house hacking. That one move changed everything. Today, she’s ... Show More
33m 43s
Jun 2025
How To Master Your Money, Stop Living Paycheck To Paycheck, Shift Your Money Mindset, & Build Financial Freedom Ft. Jesse Mecham
#852: Join us as we sit down with Jesse Mecham – personal finance expert, speaker, business leader, & the Founder of YNAB, a powerful money management tool. Early in his career, while juggling rent, groceries, & college tuition, Jesse created a method to track his finances as a n ... Show More
59m 54s
Mar 2025
They Got $600K… And Lost It All – A Must-Listen
What would you do if you suddenly received a $600,000 payout? For my guests, Haley and Justin Brown-Woods, it felt like a financial dream come true—until it turned into a nightmare.
In this episode, they share their story of how a massive windfall led to unexpected financial str ... Show More
43m 31s
Dec 2024
Stockings Full, Wallets Empty?: Preventing A Holiday Money Hangover with Chad Willardson
It’s no secret—Americans are set to spend a mind-blowing $1.3 trillion this holiday season. But here’s the real question: how much of that spending is driven by guilt, stress, or emotional habits you just can’t shake?
In this episode, I’m joined by Chad Willardson, a Certified Fi ... Show More
42m 57s
Sep 2025
228. “I’m 30, broke, and tired of budgeting”
Kristen (30) and Josh (36) married just last year, but their honeymoon phase is buried under $40,000 of debt and a sense of being “trapped.” Kristen is meticulous, tracking every dollar and carrying deep guilt around spending—even on herself. Josh, meanwhile, shrugs off the stres ... Show More
1h 38m
Sep 2025
224. “I took on debt to help my family. Now she won’t marry me.”
Rachel (31) and Pierre (42) have been together for four years, building a loving and stable life in Brooklyn. But one issue is holding everything back: Pierre’s $60,000 in debt from a failed business he started to support his family. His plan is to wait it out, hoping the problem ... Show More
1h 32m
