Giles Mackay



About Giles

Giles Mackay is a celebrated and successful entrepreneur who – over the span of 30 years – has started, grown, and exited many well-known brands.

Building 13 business from scratch over his career, Mackay cut his teeth in structured finance working in his own firm and completed many Tax Structured leasing, sale, and leaseback transactions – including the purchase of 28 Sainsbury’s superstores in 1999. He started growing companies with Hometrack in 1999, the leading market intelligence and AVM valuations provider in the real estate business. One of the first truly Proptech businesses, Hometrack revolutionised the UK property valuation industry. Mackay sold Hometrack to Zoopla in 2017. In 2017 he founded Outra which uses AI, along with its first-party database covering 29.7m homes, to identify consumer patterns and connect brand with their digital marketplace. Continuing in the real estate space, Mackay’s portfolio includes heylo housing, the leading UK part-buy/part-rent business. Heylo is currently the largest private originator of Shared Ownership affordable housing in the UK and uses Outra data to identify demand, placing families in new homes built by the UK’s major housebuilders. This year Mackay is launching Upstix, an iBuying model in the UK, as well as a new mortgage business specifically for affordable homes and a single family home PRS business. All will use AI-driven demand models from Outra to drive low cost origination of customers.

Their Sessions

12:00 pm - 12:40 pm 16th June 2021
In-Person Session

Heylo is the UK’s leading part-buy/part-rent home business, and its main mission is to get people into homes. In this session, Mackay and Pinto discuss how Outra’s advanced predictive AI helped...

View Full Agenda