Investors › AI Angels › Thomas Van Overbeke
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Thomas Van Overbeke

AI angel investor
Thomas Van Overbeke is a Belgian serial entrepreneur and angel investor, co-founder of Outspot, who backs early-stage B2B and consumer startups, including the AI testing startup Holmes.
Artificial IntelligenceSoftware TestingFashion RentalHR Technology
Focus: Pre-seed · Seed · Belgium · AI software · B2B software · Consumer startups

About Thomas Van Overbeke

Background

Thomas Van Overbeke is a Belgian entrepreneur based in the Ghent area. He co-founded the Belgian discount platform Outspot in 2008 with his brother Stefan. Crunchbase lists him as Director and Co-Founder there from 2009 to 2021, and notes that he studied at Vlerick Business School and HOGENT.

His LinkedIn profile says he has founded and co-founded several startups, naming Outspot-Confinity, Comfortcuisine and IQrypt. It also lists Flavory, a wine tasting game, where he says he joined as co-founder.

Angel investing track record

Public records show him investing as a business angel in Belgian startups. He was added as an investor and advisory board member at Hallelujah, a company that sells a tool for measuring employee happiness. The announcement describes him as an Outspot entrepreneur and says his capital and experience would fund growth and international projects. No year is given in the announcement.

In 2025 he joined a roughly €1M seed round for Dressr, a Belgian fashion rental platform, alongside Piet Colruyt, Trividend, Patricia Laureys and Rémi Wildschut. In the Dressr announcement he said that, as an entrepreneur, he sees potential in the company's approach to changing the fashion industry.

AI investments

His AI deal on the Lounge deals desk is Holmes, a Ghent startup building an autonomous quality assurance platform for software testing. It announced a €1.1M pre-seed round in May 2026, led by Syndicate One. Other participants included Aikido co-founders Roeland Delrue and Willem Delbare, Showpad co-founder Louis Jonckheere, and the funds NewSchool, RDY and 100IN. Press coverage names him as a serial entrepreneur in the round.

Investment focus

The public record points to early-stage rounds, specifically pre-seed and seed, in Belgian startups. A third-party aggregator lists his focus as AI, software and technology. A contact-data site shows a LinkedIn headline describing him as an angel investor in B2B and D2C startups. His known deals span workplace software, fashion rental and software testing. He has not published a check size or a thesis, so none is stated here.

Notable portfolio companies
  • Holmes: Ghent startup building autonomous software QA for teams shipping with AI; joined its €1.1M pre-seed in May 2026.
  • Dressr: Belgian fashion rental platform; business angel in its roughly €1M seed round, announced in 2025.
  • Hallelujah: Belgian company with a tool for measuring employee happiness; investor and advisory board member, year not stated.
Sources

Investing activity

Thomas Van Overbeke appears in 1 AI deal tracked by the Lounge deals desk. The rounds are mostly Pre-seed, with a median round size of $1M. The most recent is Holmes (Pre-seed, €1.1M, May 2026).

Thomas Van Overbeke most often invests alongside Syndicate One, Louis Jonckheere, 100IN and Belgian-founded tech startups, and the companies they back on Lounge are mostly in AI.

Deals

1
AI rounds and acquisitions Thomas Van Overbeke took part in, newest first.

Frequently asked questions about Thomas Van Overbeke

Who is Thomas Van Overbeke?

He is a Belgian serial entrepreneur and angel investor. He co-founded the discount platform Outspot in 2008 and has invested in startups including Hallelujah, Dressr and Holmes.

Has Thomas Van Overbeke invested in AI startups?

Yes. He took part in the €1.1M pre-seed round for Holmes, an autonomous software testing startup, announced in May 2026. Holmes is the only AI deal found in public sources.

What check size does Thomas Van Overbeke write?

It is not public. His individual amounts in the Holmes and Dressr rounds were not disclosed.

What stage does Thomas Van Overbeke invest in?

His documented deals are a pre-seed round (Holmes) and a seed round (Dressr). Both are early-stage rounds with other investors, and he has not published a stage thesis.

Does Thomas Van Overbeke invest outside Belgium?

No public deal found shows this. Holmes, Dressr and Hallelujah are all Belgian companies, and he is based in the Ghent area.

What should founders know before pitching Thomas Van Overbeke?

He describes himself as an entrepreneur backing founders. He has joined rounds led by others, such as Syndicate One at Holmes, and has taken an advisory board seat at Hallelujah. He has not published his criteria, so a pitch should cover traction and what help you want from an operator.

Is Thomas Van Overbeke an angel investor?

Yes. Thomas Van Overbeke invests personally as an angel.

What AI companies has Thomas Van Overbeke invested in?

Thomas Van Overbeke's AI investments include Holmes. The 1 round on Lounge are listed on this page with amounts, dates and co-investors.

What stage does Thomas Van Overbeke invest at?

In the rounds tracked on Lounge, Thomas Van Overbeke has invested at Pre-seed, with a median round of $1M.

Who does Thomas Van Overbeke co-invest with?

Thomas Van Overbeke's most frequent co-investors on Lounge are Syndicate One (1 deal), Louis Jonckheere (1 deal), 100IN (1 deal), Belgian-founded tech startups (1 deal) and Aikido founders Roeland Delrue (1 deal).

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