BUILD. INVEST. GROW.
ceo & entrepreneur
Thomas Winfield is a British entrepreneur, property professional and business owner with interests spanning property, chartered surveying, insurance, property management and digital media.
Born in 1988, Thomas began his entrepreneurial career after leaving school at 18 and has since built and developed a portfolio of businesses under the wider Winfields brand.
He is the founder of Winfields, with business interests encompassing property investment and development, estate agency, lettings, block management and professional property services. Through Winfields Chartered Surveyors & Valuers, Thomas is an AssocRICS surveyor and RICS Registered Valuer, undertaking professional property valuations and providing advice to private individuals, businesses, investors, solicitors and other professional clients.
Thomas is also the founder of WS Insurance, an independent UK insurance brokerage providing commercial, property and specialist insurance solutions. The brokerage has a particular focus on property-related risks, including property owners, landlords, blocks of flats, commercial property and property portfolios.
His experience across both property and insurance has helped shape a more joined-up approach to understanding property risk, valuation, reinstatement costs and the insurance requirements of property owners and businesses.
Alongside his property and insurance interests, Thomas founded Winfield Media, an in-house digital and media business responsible for the development, marketing and growth of brands across the wider group. This includes website development, search engine optimisation, digital marketing, content and online lead generation.
A consistent theme throughout Thomas’s businesses has been a preference for building capabilities internally. Rather than relying heavily on outsourcing, he believes in taking ownership of the process, developing specialist knowledge within the group and leaving as little as possible to chance.
Thomas also remains actively involved in property investment and development, providing practical, first-hand experience of many of the issues faced by landlords, developers and property investors.
Today, his focus is on continuing to grow the Winfields businesses, expanding WS Insurance’s presence within the UK commercial and property insurance market, developing the group’s property interests and using technology and digital marketing to create increasingly efficient and scalable businesses.
Having started his business career at 18, Thomas’s approach remains straightforward: identify opportunities, understand the detail, take calculated risks and continually look for ways to improve.


