Wilson (46) and Shannon (35) have built a strong financial foundation—owning a vacation rental, maxing out Roth IRAs, and earning solid incomes. But when it comes to their next move, they’re at odds.
Wilson wants to tap into their home equity to invest in stocks, believing they’re too heavily weighted in real estate. Shannon, more risk-averse, worries about ... Show More
Oct 13
282. "We spend 154% of what we make. Will we ever stop drowning?"
Ramit digs into how years of overspending, money avoidance, and relying on future income have left a couple with more than $428,000 in debt, no savings, and a financial life they can no longer sustain. Ramit Sethi of I Will Teach You to Be Rich talks with Addison, 39, and James, ... Show More
1h 53m
Oct 6
281. "We have 4 kids and nearly $1M in debt. Are we screwed?”
Ramit unpacks what happens when inconsistent income, mounting debt, and years of avoiding difficult money conversations leave a couple in their 40s feeling like they’re running out of options. Ramit Sethi of I Will Teach You to Be Rich talks with Rebecca and Matthew, who have bee ... Show More
1h 54m
Sep 29
280. "We have $11M in assets. Why are we still living month to month?"
Ramit unpacks what happens when a couple earns more than $1 million a year but still feels like they’re living month to month, and how a lifestyle built around family, community, and tradition can become almost impossible to afford. Ramit Sethi of I Will Teach You to Be Rich talk ... Show More
2h 1m
Nov 2021
248: Finance Friday: I Just Got a Big Raise, What Should I Do With the Money?
Your late 20s through early 30s can be a financially troubling part of life. You aren’t making the most money you ever will, but you’re tackling big expenses. A wedding, a down payment, and trying to max out retirement accounts can put you in a financial tizzy. But, it doesn’t ha ... Show More
1h 25m
Sep 2025
Should You Pay Off Debt or Invest First? The Answer Might Surprise You (Money Q&A)
In this episode of the Personal Finance Podcast, we are going to do a Money Q&A about should you pay off debt or invest first. Today we are going to answer these questions: Question 1: Should I build my emergency fund to $20,000 first, or start paying down my mortgage and investi ... Show More
37m 34s
Nov 2024
What Percentage of Net Worth Should be in Stocks, Old 401(k), Books for Buying Businesses and More! - Money Q&A
In this episode of the Personal Finance Podcast Money Q&A, we're going to talk about what percentage of your net worth should be in stocks, what to do with an old 401k, books for buying businesses and so much more. Today we are going to answer these questions! Question 1: Should ... Show More
29m 39s
Sep 2025
What the Successful Know About Wealth, When to Invest, Why Own Rentals | ASK ME ANYTHING
<p data-start="102" data-end="605">In this week's Ask Me Anything, Ryan and Kipp tackle pressing questions from the Iron Council, all centered on money. From understanding the habits of wealthy men, to real vs. nominal gains, to the psychology of budgeting and investing, they cov ... Show More
1h 4m