Simone Cimminelli

www.angelinvesting.it

VCMatch tracks Simone Cimminelli as an investor focused on AI/ML, Robotics, and Media Entertainment companies, Pre-Seed and Seed rounds, UK, London, and Italy markets, and $12m check sizes. Upload your deck to compare your startup against the full private matching profile.

Check Size

$12m

Stages

Pre-Seed, Seed, Series A

Focus Areas

AI/ML, Robotics, Media Entertainment

Geography

UK, London, and Italy

Investment Thesis

A risk-managed, portfolio-driven angel investment approach that combines concentrated contrarian bets with broad capital preservation. The firm explicitly follows a “barbell” allocation: small percentage of capital reserved for high-reward, binary, time-consuming bets and the large remainder dedicated to extremely low-risk businesses that cover basic human needs. Investing is founder-first (the investor acts as a “producer” not a director), disciplined by the power-law mindset (seek outsized winners), and pragmatic about speed, tax efficiency and portfolio construction.

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Investment Focus

Who should take a closer look

Simone Cimminelli is most relevant for founders raising Pre-Seed, Seed, and Series A rounds in AI/ML, Robotics, Media Entertainment, and Marketplace, especially across UK, London, and Italy, with public check-size signals around $12m.

Focus statement

Focus is on angel-to-Series A investments, tech-forward opportunities and founder-led teams, with willingness to invest pre-seed tickets quickly when entrepreneurs and tailwinds (e.g., AI enabling scale) align. The firm balances "WTF" contrarian bets and "FTW" competitive deals while largely avoiding mediocre, middle-risk opportunities.

Value Add

Explicit barbell allocation: "Reserve 15% for high-reward bets (HRB)... Dedicate 85% to extremely low-risk bets (LRB)" — a concrete, articulated split guiding portfolio construction.
Practical, fast pre-seed investing with tax-awareness (use of SEIS in the UK): "In pre-seed, if I like the entrepreneur, I make small and quick investments knowing that a good portion of the risk is capped by the tax benefit."
Investor role framed as a 'producer' not the founder: "I'm the producer, not the star of the show. I bring capital, connections, and experience when asked."
Public transparency and learning: publishes a newsletter and portfolio report, uses writing as a discipline for better decision making and to attract values-aligned founders.
Blend of family office experience (managing holding since 2010) and active angel investing since 2015, giving both long-term capital stewardship and early-stage deal flow.
Sector openness driven by technology trends (not constrained to typical VC categories): e.g., willingness to back formerly unscalable human-intensive businesses because "AI and the modularity of components... make it possible to scale things that seemed unscalable."