Our Biggest Property Mistakes (And What They Taught Us) | From F*ck Ups to Fortunes Podcast EP.1

In this first episode of From F*ck Ups to Fortunes, Jamie York, Sam Spencer, and Dan Buchan open up about their biggest property mistakes - from losing over £1.5 million to working with the wrong people - and the powerful lessons those f*ck ups taught them.

These three seasoned property investors share the highs, lows, and raw truths of building multi-million-pound portfolios over the past decade. Expect unfiltered honesty, business insights, and a ton of value for anyone building wealth through property or entrepreneurship.

If you’ve ever wondered how successful investors bounce back from massive mistakes, this episode is for you!

💡 Want to learn from our mistakes (without losing millions)?
Book a FREE 1-to-1 strategy call with our expert mentors at Aspire Education 👇
👉 https://www.aspireeducation.co.uk/joi...
Learn how to grow your property portfolio, avoid costly errors, and get mentored by investors who’ve actually done it.

⏰ Timestamps
00:00 – Intro: Why our first ten deals would make most people quit
00:25 – Meet Jamie, Sam & Dan — how the podcast was born
00:38 – Our biggest property f*ck ups and the risks that cost millions
01:20 – The £1.5M mistake — investing in the wrong person at the wrong time
02:00 – Lessons learned: How to actually evaluate risk in property
03:40 – Sam’s first deal disaster and what he’d do differently
05:00 – How to analyse property risk like a pro
08:00 – Understanding yield and real property risk vs reward
13:00 – People risk: why due diligence on tradesmen matters
17:00 – Portfolio risk and how to protect yourself from single-point failure
22:00 – The emotional impact of losing £1.5M
27:00 – Jamie’s stolen kitchen story — the early days of property investing
31:00 – Sam’s fake electrician nightmare (and almost going to jail)
36:00 – Taking responsibility & learning resilience in business
40:00 – Why failure is inevitable (and essential) for success
43:00 – The problem with the “school of hard knocks” mindset
46:00 – How to calculate your dream life and reverse-engineer your goals
48:00 – The investment principles that actually work
49:00 – Inversion thinking — how to plan for success by planning for failure
50:00 – Final thoughts: Turning f*ck ups into fortunes