We empower extraordinary teams to win and make a difference.

​​Squadra Ventures is a venture capital firm led by founder-operators that invests in early-stage cyber and national security companies. We apply significant resources beyond the check, working hand-in-hand with our entrepreneurs to win and leave a lasting positive impact on the world.

Meet our Companies

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Remote workforce marketplace that deploys military-connected professionals to enterprises worldwide, contributing $1 Million a month to military family bank accounts.
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Want To Start Freelancing? Here Are 3 Steps To Kickstart Your Freelancer Career

Shift5
Protecting planes, trains, tanks and other operational technology from cyber attack through continuous data monitoring.
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Ex-NSA Hackers Score $20 Million To Defend Planes, Trains And Tanks From Cyber Sabotage
Ishan
Third-party vendor risk management platform ensuring internal and external risk and compliance assessment best practices in days not months.
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Entreda Acquires Privva, an Innovative Provider of Cloud-Based Supply Chain Risk Management Software for Regulated Industries

Military veteran-led platform that automates value-based care management & access to social services. 

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Congresswomen Points to “Glaring Health Disparities in Detroit” at CareAdvisors/Detroit NAHSE Event

Military veteran-led company enables consumers to donate directly to retail thrift store supply chain.

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Veteran-owned Resupply uses tech to make it easier to donate household goods to charity

Cybersecurity software that automatically enforces and remediates technical security controls in a DevSecOps platform. 

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Cyber startup Sicura wraps seed funding round

Third-party vendor risk management platform ensuring internal and external risk and compliance assessment best practices in days not months.
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Baltimore startup Pinkaloo acquired by philanthropic services company RenPSG

Artificial Intelligence-enabled, multi-spectral, wide-range sensors for drones & aircraft that pre-process collected imagery for analysts. 

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Overwatch raises $11M for airborne imaging systems with built-in artificial intelligence

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