For Your Own Good › Episode 39
From engineer to $3m real estate portfolio with Olivia Tati
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About this episode
In this episode, I sit down with Olivia Totty, who shares her incredible journey from working as an engineer on oil rigs to building a $3 million real estate portfolio. We dive into how she paid off $25,000 in credit card debt, discovered the magic of house hacking, and turned her love for travel into a thriving real estate business with short-term rentals. Olivia gets real about the challenges of quitting her corporate job, why financial literacy changed her life, and how she’s now helping others through her coaching program. If you’re into real estate investing, financial freedom, or just need a push to take action, this episode’s got you covered with tons of inspiration and practical tips!" Key Topics Included: Olivia’s engineering background in oil and gas Transition to real estate investing House hacking and short-term rentals Paying off debt and financial literacy Overcoming analysis paralysis and taking action Travel and freedom as core values Her coaching program and future vision Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/for-your-o Watch YouTube to catch the video versions: https://www.youtube.com/@KassidyWarren
Chapters
- 0:00 Welcome & Olivia’s leap from oil rigs to real estate
- 1:20 Corporate burnout → the moment she chose freedom
- 4:45 Killing $25 K debt: budgets, side hustles & mindset hacks
- 7:05 Duplex house hack: FHA loan, roommate rent & STR setup
- 10:30 Launching a short-term rental in 12 days (live from Costa Rica!)
- 14:40 Beating analysis paralysis & using travel as inspiration
- 19:10 Building a women-focused STR coaching community
- 29:15 Next moves: boutique hostel concept & dream hotel in Italy
The systems behind these conversations — the deal underwriting, the tax strategy, the operators doing it live — are in Escape Velocity.