HELLO
I’m a property investor, Developer and bespoke deal sourcer.
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who is Leo simpson?.
Leo is a seasoned property investor, developer, and bespoke deal sourcer based in the Cotswolds. Since beginning his property investment journey in 2017, Leo has built a wealth of experience across the property sector, specialising in commercial-to-residential developments, Buy, Refurbish, Refinance (BRR) projects, flips, land acquisition, and rent-to-rent strategies.
In addition to his development work, Leo operates a property management company that focuses on serviced accommodation. Drawing on a decade of expertise in sales and marketing with five of those years dedicated to short-term rental marketing, he helps Airbnb hosts unlock the full potential of their properties and achieve exceptional returns on their investments.
A Christian family man, Leo approaches every project with integrity and a commitment to excellence. He collaborates with property investors, developers, and estate agents across the South of England, offering tailored solutions and high-ROI opportunities that deliver real results.
Business
Simpson & Barker Property
Co-Founder
Straight Up Stays
Founder
Straight Up Websites
Founder
EXPERIENCE
Property Investing
5 years
Sales/Marketing
10years+
Web Design/Development
10 years+
VALUES
Christian
9 years+
Husband
7 years+
Father
to 5 children
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How Can I help you?
Bespoke Property Investment Sourcing
Property Management Services
I Need Help Selling My Property Fast for Cash
I'd Like to Book a Call to Discuss Working Together
testimonials

Samuel Leeds
Co-Owner of Property Tribes and Property Investor
“Leo is a great guy and is a wealth of knowledge when it comes to Short term rental websites and taking direct bookings. I invited Leo to speak to 300 of my students about how to generate more direct bookings through their website. Leo builds websites for my students and continues to add value to the Samuel Leeds community. Highly recommend him to anyone.”

Maggie Mitchell
Property Investor
“Having a fresh new website with a blog for my holiday let has transformed my business from 100% reliability on agents, who charge exorbitant fees, to being 100% independent only 9 months after launch. I now receive direct bookings and have my calendar filled pretty much all year round. The best move for my business I every made!!”

Rob Mackinnon
Property Investor
“Leo just completed an upgrade to the website for our holiday let (www.fir-chlis.co.uk). He brings a useful and not too-common combination of technical and design skills, so it has a nice clean premium feel but does what it needs to with King Google. I found Leo very easy to deal with and reliable – no-nonsense and down to earth.”
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