Guy Filippelli
InvestorFounderManaging 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
Intro paths
In turn, Guy can intro founders to Red Owl's investors below.
Red Owl's investors · 8
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
Board seats
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
University of Oxford mafia783
Also came through, then founded or led a company.
United States Military Academy at West Point mafia62
Also came through, then founded or led a company.
Netrise Firmware security mafia2
Also came through, then founded or led a company.
Pinkaloo Technologies mafia2
Also came through, then founded or led a company.
SQUADRA VENTURES mafia2
Also came through, then founded or led a company.
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
























