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Cowboy Ventures | RoundOS

01 · Free data roomBuild, share and track important documents.

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Startups Venture capital M&A data room Investor relations

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Sales deals Board documents Due diligence Real estate

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Fundraising hub Pre-seed Seed Series A

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Blog Funding Customer stories Investor room template

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All alternatives Best free data rooms Best DocSend alternatives Digify alternative iDeals alternative

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SAFE, dilution, runway, pipeline coverage, investor fit.

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CV

Cowboy Ventures

Activity from announced rounds

Activity in this selection View all activity

Activity in this selectionUnited States · May 31, 2026 · May 1, 2026

Rounds participated in: 2
Confirmed lead rounds: —
New companies: 2
Funding in participating rounds: $39.5M

By stage

Series A2

By primary sector

Fintech1

Healthtech1

By country

United States2

Rounds

2 in this selection

May 19

Provides AI-enabled compliance operations infrastructure for financial services

$18.5MSeries A

Role not disclosed

May 8

Deploys AI agents to automate healthcare admin workflows including referrals, intake, and scheduling

$21MSeries A

Role not disclosed

1–2 of 2

Most frequent co-investors

Basis Set Ventures1 shared First Round Capital1 shared Homebrew1 shared Index Ventures1 shared MissionOG1 shared PHX Ventures1 shared Restive Ventures1 shared Victoria Treyger1 shared

RoundOS

A free data room for modern deals, with an AI operator that runs the fundraise.

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Zenda Capital

1 shared

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