The Entrepreneurs Wound: How childhood trauma fueled a property portfolio of £26 million | Jim Haliburton episode artwork

EPISODE · Mar 5, 2026 · 2H 7M

The Entrepreneurs Wound: How childhood trauma fueled a property portfolio of £26 million | Jim Haliburton

from The Real Hustle Podcast

At 50 years old, Jim Haliburton walked to his first property on a sunny day in 1991. Fast forward 35 years: he's owns over 100 HMO properties, pulled off a 220-bed mega-deal that finance companies laughed at, and is still buying properties today! Oh, and all 660 of his tenants have his personal mobile number (yes, really).Growing up in the care system where showing excitement meant punishment, Jim broke every statistic by building a property empire. He doesn't sugarcoat the housing crisis, the staffing nightmares, or why he wishes he'd spent less time saving and more time living. Raw, honest, and unapologetically Scottish, this is what three decades of property investing actually looks like. _______________________________________________________________________Follow Jim:LinkedIn - www.linkedin.com/in/jim-haliburton-709b297/Facebook - www.facebook.com/jimhaliburtonwww.hmodaddy.comFollow Dylan Russell:LinkedIn - www.linkedin.com/in/dylan-russell-b33512163/ Instagram - @_dylan_russell_______________________________________________________________________Timestamps:00:00:00 Episode Trailer00:02:05 Introduction00:03:40 The Merchant Navy & Saving Money00:05:28 First Marriage & Property Resistance00:06:45 First Property Purchase 199100:09:22 HMO Strategy - Rinse & Repeat00:11:46 Growing Up in Care System00:12:51 Self-Limiting Beliefs & Breaking the Mold00:19:09 The Entrepreneur's Wound00:21:38 Books That Changed Everything00:24:05 Regrets: Enjoy Life More00:43:45 Advice for Getting Started00:45:25 Lodgers & Creative Financing00:46:50 Purchase Lease Options Explained00:53:40 Rent to Rent vs Rent to Buy01:02:57 The 220-Bed HMO Mega Deal01:16:14 Joint Venture Strategy 50/5001:19:24 All 660 Tenants Have My Number01:24:55 Portfolio Sale Disaster Story01:33:36 The Reality of HMO Cash Flow01:34:44 Asylum Seeker Housing Crisis01:42:16 If I Were Prime Minister01:44:10 The Artificial Housing Shortage01:52:11 Media Bias01:58:01 Greatest Fears & Regulation02:04:20 Faith, Death & Legacy02:06:57 Final Thoughts & How to Learn_______________________________________________________________________See you next week,DylanDisclaimer: This podcast provides general educational information only, not professional advice. Views are our own and not those of any associated organisation. Consult a professional for specific needs. Guest views are their own and not necessarily those of the host or The Real Hustle Podcast. We do not guarantee accuracy, and content is used at your own risk. By listening, you agree to these terms. Hosted on Acast. See acast.com/privacy for more information.

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The Entrepreneurs Wound: How childhood trauma fueled a property portfolio of £26 million | Jim Haliburton

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