The Samuel Leeds Podcast He Built a £38M Serviced Accommodation Portfolio in Just 2 Years | Winners Wednesday #323
Jun 18, 2025
14:01
➡️ Join Samuel Leeds LIVE Property Crash Course: https://www.samuelleeds.com/slptour
Welcome to another Winners on a Wednesday! Every week I bring you inspiring property success stories from my students, and today’s guest is a big one. Meet Damien Cheeseman – a millionaire property investor, Academy student, and one of my top mentees and (now) mentors.
Damien started out as a builder with a construction company in the East Midlands. After attending my Property Investors Crash Course, he went all in – and in just two years, he’s built a property empire worth £38 million in serviced accommodation, lease options, BRRs, and rent-to-rent deals.
In this exclusive behind-the-scenes tour, we visit his stunning SA property – with unique features designed by the Duchess of Rutland herself – and hear how Damien:
→ Systemised his business
→ Scaled fast with multiple strategies
→ Manages a multi-million pound property portfolio
→ Gives back to the community through charity work
This is not just about money – it’s about freedom, impact, and creating a legacy.
✨ Follow Damien's Journey - and Properties - on Instagram: https://www.instagram.com/damiencheesemanproperties
You can WATCH the episode on YouTube, where you can see the full tour of his property!
🔑 KEY TOPICS COVERED:
→ How Damien scaled to £38 million in serviced accommodation
→ Lease options explained
→ BRR to SA & BRR to HMO strategies
→ Managing a £3-4 million turnover property portfolio
→ Systemising a construction business to free up time
→ Building wealth through property, not just income
→ Lessons for builders transitioning into property investors
→ Using property education to fast-track success
→ Why property investment beats traditional career paths
→ Giving back through property profits
➡️ It all starts with a Crash Course! Book your spot at Samuel Leeds' next course: https://www.samuelleeds.com/slptour
USEFUL LINKS:
🎥 WATCH: ALL NEW Success Stories Channel: https://www.youtube.com/@UCuMZkB9CLBpjuviJ6Ljzd_w
📖 READ: My latest best-selling book: https://www.samuelleeds.com/FOMPOD
♟️ PLAY: Get the Property Millionaire board game: https://www.samuelleeds.com/ytbg
❓ Have a question about property? Join my Property Facebook Group: https://www.facebook.com/groups/778613042238071
🗣️ FOLLOW ME ON SOCIAL MEDIA:
→ YouTube: https://www.youtube.com/@SamuelLeeds
→ Instagram: https://www.instagram.com/samuelleeds
→ TikTok: https://www.tiktok.com/@samuel_leeds
→ Facebook: https://www.facebook.com/OfficialSamuelLeeds/
→ Twitter: https://twitter.com/samuel_leeds
→ LinkedIn: https://www.linkedin.com/in/samuel-leeds-64660683
We are always looking for interesting podcast guests:
For collaboration enquiries, please email marketing@samuelleeds.com
DISCLAIMER All information, including dates, figures, links, and references mentioned in this video, is accurate and valid at the time of filming. Please note that circumstances may change over time, and we recommend double-checking any details before making decisions based on this content.
Welcome to another Winners on a Wednesday! Every week I bring you inspiring property success stories from my students, and today’s guest is a big one. Meet Damien Cheeseman – a millionaire property investor, Academy student, and one of my top mentees and (now) mentors.
Damien started out as a builder with a construction company in the East Midlands. After attending my Property Investors Crash Course, he went all in – and in just two years, he’s built a property empire worth £38 million in serviced accommodation, lease options, BRRs, and rent-to-rent deals.
In this exclusive behind-the-scenes tour, we visit his stunning SA property – with unique features designed by the Duchess of Rutland herself – and hear how Damien:
→ Systemised his business
→ Scaled fast with multiple strategies
→ Manages a multi-million pound property portfolio
→ Gives back to the community through charity work
This is not just about money – it’s about freedom, impact, and creating a legacy.
✨ Follow Damien's Journey - and Properties - on Instagram: https://www.instagram.com/damiencheesemanproperties
You can WATCH the episode on YouTube, where you can see the full tour of his property!
🔑 KEY TOPICS COVERED:
→ How Damien scaled to £38 million in serviced accommodation
→ Lease options explained
→ BRR to SA & BRR to HMO strategies
→ Managing a £3-4 million turnover property portfolio
→ Systemising a construction business to free up time
→ Building wealth through property, not just income
→ Lessons for builders transitioning into property investors
→ Using property education to fast-track success
→ Why property investment beats traditional career paths
→ Giving back through property profits
➡️ It all starts with a Crash Course! Book your spot at Samuel Leeds' next course: https://www.samuelleeds.com/slptour
USEFUL LINKS:
🎥 WATCH: ALL NEW Success Stories Channel: https://www.youtube.com/@UCuMZkB9CLBpjuviJ6Ljzd_w
📖 READ: My latest best-selling book: https://www.samuelleeds.com/FOMPOD
♟️ PLAY: Get the Property Millionaire board game: https://www.samuelleeds.com/ytbg
❓ Have a question about property? Join my Property Facebook Group: https://www.facebook.com/groups/778613042238071
🗣️ FOLLOW ME ON SOCIAL MEDIA:
→ YouTube: https://www.youtube.com/@SamuelLeeds
→ Instagram: https://www.instagram.com/samuelleeds
→ TikTok: https://www.tiktok.com/@samuel_leeds
→ Facebook: https://www.facebook.com/OfficialSamuelLeeds/
→ Twitter: https://twitter.com/samuel_leeds
→ LinkedIn: https://www.linkedin.com/in/samuel-leeds-64660683
We are always looking for interesting podcast guests:
For collaboration enquiries, please email marketing@samuelleeds.com
DISCLAIMER All information, including dates, figures, links, and references mentioned in this video, is accurate and valid at the time of filming. Please note that circumstances may change over time, and we recommend double-checking any details before making decisions based on this content.