Alex Chesterman

Angel Investor United Kingdom ·Founded 2018

Overview

Alex Chesterman is a prominent British entrepreneur and angel investor, recognized for founding and investing in several successful digital ventures. He co-founded LoveFilm, Europe's leading digital movie rental business, which was sold to Amazon in 2011. In 2007, he founded Zoopla, a property website that went public in 2014 and was acquired by Silver Lake in 2018. In 2018, Chesterman founded Cazoo, an online used car platform, which went public in 2021 through a $7 billion merger. He has also been an active angel investor, backing early-stage digital startups such as Graze, Secret Escapes, CarWow, Farewill, Farmdrop, and UniPlaces. Chesterman has been recognized with numerous awards, including Ernst & Young Entrepreneur of the Year in 2013 and an OBE for services to digital entrepreneurship in 2016. He was also named on Debrett's 500 in 2017. Chesterman's investment strategy focuses on identifying and supporting innovative digital businesses that aim to disrupt traditional industries and improve consumer experiences. He has a particular interest in sectors such as technology, automotive, e-commerce, media, real estate, consumer goods, financial services, healthcare, education, logistics, travel, food & beverage, retail, telecommunications, and entertainment. His investments span various stages, including seed, early-stage, and growth, with individual investment sizes ranging from $1 million to $50 million. Throughout his career, Chesterman has demonstrated a commitment to fostering entrepreneurship and innovation, contributing significantly to the growth of the UK's digital economy. His ventures have not only achieved commercial success but have also influenced consumer behavior and industry standards, solidifying his reputation as a leading figure in the digital entrepreneurship landscape.

Investment Focus

  • Innovative business models
  • Scalable growth potential
  • Strong management teams
  • Clear market differentiation
  • Positive social impact

Portfolio Companies

ZefirCarwowSecret EscapesGrazeMindLabsThirdfortFarewillFarmdropUniPlacesCleo AILick

Reach Alex Chesterman directly

Verified work email, phone and LinkedIn for the full team — one spreadsheet, one payment, yours to keep.

Unlock full contacts →

Frequently asked questions about Alex Chesterman

What sectors does Alex Chesterman invest in?

Alex Chesterman invests in Financial Services, Technology, Healthcare, Consumer Goods, Real Estate and Telecommunications, and is based in United Kingdom. Alex Chesterman is listed as a angel investor in the ConnectSafely investor database.

What stage does Alex Chesterman invest at?

Alex Chesterman backs companies at Seed, Early Stage and Growth, writing cheques of 1M - 50M.

Which regions does Alex Chesterman invest in?

Alex Chesterman invests across United States, United Kingdom, Germany, France, Italy and Denmark.

What companies has Alex Chesterman invested in?

Alex Chesterman's portfolio includes Zefir, Carwow, Secret Escapes, Graze, MindLabs, Thirdfort, Farewill and Farmdrop.

Last updated · Source: ConnectSafely investor database