/People

Guy Filippelli

InvestorFounder

Managing Partner at SQUADRA VENTURES · Founder at Red Owl

Washington DC-Baltimore Area

Writes $1M – $4M checks

FoundedRed Owl

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About

An ex-NSA awarded the National Intelligence Medallion for enabling real-time targeting, Guy Filippelli personally interviews a majority of prospects to confirm end-user obsession and looks for 3x in 18 months.

Contact· self-published, not guessed

Invests in

AI & Machine LearningCybersecurityDefense TechSaaSSpace Tech

Founder at Red Owl

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In turn, Guy can intro founders to Red Owl's investors below.

Deals · 5

CopiaBoard seat

via SQUADRA VENTURES · filed Jun 2026 · $2.2M raise

Tidal Cyber Inc.Board seat

via SQUADRA VENTURES · filed Sep 2025 · $15.9M raise

INTEGRITY LABS, INC.Board seat

via SQUADRA VENTURES · filed Mar 2025 · $30M raise

TradeuBoard seat

via SQUADRA VENTURES · filed Jul 2020 · $3M raise

Pinkaloo TechnologiesBoard seat

via SQUADRA VENTURES · filed Nov 2019 · $1.8M raise

Attribution from SEC filings, press coverage, and firm rosters.

Other disclosed investments

Per SEC Form D filings.

Colleagues at SQUADRA VENTURES

Frequently asked questions

Who is Guy Filippelli?
An ex-NSA awarded the National Intelligence Medallion for enabling real-time targeting, Guy Filippelli personally interviews a majority of prospects to confirm end-user obsession and looks for 3x in 18 months.
Where does Guy Filippelli work?
Guy Filippelli is Founder of Red Owl and Managing Partner at SQUADRA VENTURES.
What does Guy Filippelli invest in?
Guy Filippelli invests in AI & Machine Learning, Cybersecurity, Defense Tech, SaaS, Space Tech.
What check size does Guy Filippelli write?
Guy Filippelli typically writes checks of $1M – $4M.
What companies did Guy Filippelli found?
Guy Filippelli founded Red Owl.
What boards does Guy Filippelli sit on?
Guy Filippelli holds tracked board seats at Copia, Datalogz, INTEGRITY LABS, INC., Netrise Firmware security, Pinkaloo Technologies, Tidal Cyber Inc., Tradeu.

Founder mafias

About this profile. Compiled from public sources — SQUADRA VENTURES's own website, regulatory filings and public professional profiles — and summarised by Fundraising Fox; every fact is kept with where it came from. Spotted an error, or would rather not be listed? Email privacy@fundraisingfox.com · How we build profiles · Your rights