Name: The Bold FIRE-Movement Journey of Realization to True Financial Freedom with Jessie Dillon
Uploaded: 2025-05-30T00:00:00+00:00
Duration: 52 min 45 s
Description: Jessie Dillon transformed business burnout into a journey toward FIRE and time freedom. In this REI Agent episode, learn the mindset, methods, and strategies behind her powerful story of reinvention a

6 months ago

Finance & Crypto beauty industry escape buy and hold cash flow growth early retirement strategy entrepreneurial women Erica Clymer female investors financial freedom journey financial independence tools FIRE movement

Jessie Dillon transformed business burnout into a journey toward FIRE and time freedom. In this REI Agent episode, learn the mindset, methods, and strategies behind her powerful story of reinvention and investing.

See full article: https://www.unitedstatesrealestateinvestor.com/the-bold-fire-movement-journey-of-realization-to-true-financial-freedom-with-jessie-dillon/

(00:00) - Introduction to The REI Agent Podcast
(00:03) - Meet Mattias and Erica: A Holistic Duo
(00:24) - Mattias Returns Solo with a Family Update
(00:56) - Introducing Guest Jessie Dillon from Massachusetts
(01:14) - What Is FIRE? Financial Independence, Retire Early
(02:00) - Mindset Shift: What You Feed Your Brain Shapes Your Life
(03:45) - Enter Jessie Dillon: From Burnout to Business Freedom
(06:47) - First Rental Property and FIRE-Fueled Real Estate Ambitions
(09:23) - Why Real Estate Was the Key to Jessie’s Exit Plan
(11:06) - Partnerships and Scaling Through Value-Add Multifamily
(13:50) - Market Research: Why Jessie Targets Illinois
(16:00) - Getting Over the Fear of Long-Distance Investing
(18:25) - Monthly Asset Management and Communication
(20:30) - Jessie’s Best Christmas Gift: Hiring Property Managers
(23:00) - The Emotional Roller Coaster of Managing Properties
(24:30) - Building a Lifestyle That Values Freedom Over Flash
(27:21) - Course on Self-Storage and Future Diversification Plans
(28:29) - Real Estate Professional Status and CPA Strategy
(31:20) - Why Jessie Avoids Syndication as a GP
(33:25) - Syndications vs. Private Lending: Pros and Cons
(36:08) - Passive Investing Lessons and Real-Life Examples
(39:11) - Jessie’s Golden Nuggets for New Investors
(41:06) - The Power of Laser Focus in Strategy and Market
(42:32) - Everyone Should House Hack (Even Non-Investors)
(44:44) - Favorite Book Recommendation: The Millionaire Next Door
(47:10) - FIRE Community and the Playing with FIRE Documentary
(49:40) - Raising a FIRE-Minded Daughter
(52:00) - Final Words and Where to Find Jessie Dillon
(52:27) - Outro from Mattias and Erica