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Benedikt Brand

AI angel investor
Benedikt Brand is co-founder and CEO of Stuttgart-based Flip and an angel investor. He backed the AI startup HappySupport's €200,000 pre-seed round and the Gyde seed round.
Artificial IntelligenceSoftwareWorkforce technology
Focus: Pre-seed · Seed · AI applications · B2B software · Germany

About Benedikt Brand

Background

Benedikt Brand is co-founder and CEO of Flip, a frontline worker platform based in Stuttgart, Germany. Crunchbase lists him in that role since June 2018. Press coverage of HappySupport names Bosch, McDonald's and Edeka among Flip's customers.

In a LinkedIn post he wrote that Flip had raised $25 million in fresh capital to invest in its product and its use of AI for frontline employees. He named existing investors LEA Partners, NAP, HV and Notion Capital.

Crunchbase also lists him as a Venture Partner at Mätch VC and as an advisory board member at Seedbox, a role dated March 2021.

Angel investing track record

Public records of his angel activity are thin. Crunchbase shows one personal investment, a seed round in Gyde. CB Insights, which lists him as Benedikt Ilg, dates that investment to August 2022 and reports the round at $1.12M. His share of the round and his check size are not public.

AI investments

In June 2026 he took part in the €200,000 pre-seed round of HappySupport. HappySupport is a German AI startup building a help center that updates itself when source code changes. Other investors in the round were Fabian Silberer, a co-founder of sevDesk, and L-Bank Baden-Württemberg.

The announcement describes Brand as an early HappySupport pilot customer through Flip, as well as an investor. He is a customer of the product he backed.

Investment focus

He has not published an investment thesis, a stage preference or a check size that we could find. His known investments are early-stage: a seed round in 2022 and a pre-seed round in 2026. Both companies are in Germany, and his own company is based in Stuttgart. His operating experience is in software for frontline and deskless workforces, and HappySupport was also a Flip pilot. Founders with a B2B software or AI product that Flip could test may find that most relevant, but he has not said so publicly.

Notable portfolio companies
  • HappySupport: German AI startup building a self-updating help center. He joined its €200,000 pre-seed round in June 2026.
  • Gyde: he invested in its seed round, dated August 2022 by CB Insights. Crunchbase lists it as his one personal investment.
Sources

Investing activity

Benedikt Brand appears in 1 AI deal tracked by the Lounge deals desk. The rounds are mostly Pre-seed, with a median round size of $225K. The most recent is HappySupport (Pre-seed, €200,000, Jun 2026).

Benedikt Brand most often invests alongside L-Bank and Fabian Silberer, and the companies they back on Lounge are mostly in AI.

Deals

1
AI rounds and acquisitions Benedikt Brand took part in, newest first.

Frequently asked questions about Benedikt Brand

Who is Benedikt Brand?

He is co-founder and CEO of Flip, a Stuttgart-based frontline worker platform. He also invests as an angel and is listed as a Venture Partner at Mätch VC.

Has Benedikt Brand invested in AI startups?

Yes. He was an investor in HappySupport's €200,000 pre-seed round in June 2026. HappySupport builds a help center that updates itself when source code changes.

What is Benedikt Brand's check size?

It is not public. Neither his investment in HappySupport nor his investment in Gyde has a disclosed individual amount.

What stage does Benedikt Brand invest in?

His known angel investments are a pre-seed round (HappySupport, 2026) and a seed round (Gyde, 2022). He has not published a formal stage focus.

Should I pitch Benedikt Brand if I build software for frontline teams?

It could be relevant, because he runs Flip, which serves frontline workers. He was also an early pilot customer of HappySupport. He has not said publicly what he looks for, so a short, specific note is a reasonable start.

Is Benedikt Brand an angel investor?

Yes. Benedikt Brand invests personally as an angel.

What AI companies has Benedikt Brand invested in?

Benedikt Brand's AI investments include HappySupport. The 1 round on Lounge are listed on this page with amounts, dates and co-investors.

What stage does Benedikt Brand invest at?

In the rounds tracked on Lounge, Benedikt Brand has invested at Pre-seed, with a median round of $225K.

Who does Benedikt Brand co-invest with?

Benedikt Brand's most frequent co-investors on Lounge are L-Bank (1 deal) and Fabian Silberer (1 deal).

How can founders reach Benedikt Brand?

Founders on Lounge can see Benedikt Brand's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with them under Warm Paths, and add Benedikt Brand to their Investor Pipeline to track the conversation.

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