Why Your First Deal Doesn’t Need To Be Perfect (LOST IT ALL NOW 50 UNITS)

In this episode, we talk about what it really feels like to lose everything, rebuild confidence, and take action anyway. Our guest shares how trusting the numbers helped him move past fear, why his first deal back was a 12-unit, and why your deals don’t need to be perfect, they just need to not wreck you.

If you’ve been stuck in your head, worried about making the wrong move, or waiting for the “right time,” this conversation is for you.

00:00 Intro

01:15 Andy’s Background & Early Career

04:52 Lessons from Contracting & Construction

09:34 His First Deal Back: Buying a 12-Unit

18:25 Losing Everything & Rebuilding Financially

26:21 Practical Advice for New Investors

32:30 Investing vs. Paying Off Student Loans

33:33 Building a Family-Centered Business

34:31 Real Property Management Problems (Unfiltered)

36:59 Hands-On vs. Hiring It Out

39:38 Tenant Stories & Hard Eviction Lessons

45:14 Navigating Tenant Laws While Doing the Right Thing

48:13 Using AI, Systems & Managing a “Spicy Brain”

51:50 Mentorship, Growth & Long-Term Thinking

54:59 Asking for Help & Building Support Systems

59:33 Where to Find Andy