Cowboy Ventures

vc$260MCo-investsLeads rounds

◆ Fund Size

$260M

◆ Check Size

$0.5M→$4.0M

◆ Location

United States

◆ Portfolio

24 companies

◆ Activity

Statusactively investing

◆ Links

Website ↗@cowboyvc on X ↗

◆ Investment Thesis

Partners with founders building generational software companies across diverse sectors, emphasizing human connection, operational excellence, and genuine partnership rather than transactional investment; focuses on AI-native software, fintech, infrastructure, security, vertical SaaS, healthcare, and future of work.

◆ About Cowboy Ventures

Purpose-built seed-stage venture capital firm with a distinctive 'Mustang Fund' structure to double down on breakout companies while keeping the primary fund focused on seed investments; backed by $260M total capital (Fund IV: $140M, Mustang: $120M).

◆ Sectors

Enterprise SoftwareFintechConsumer Apps

◆ Stages

pre-seedseedseries-a

◆ Geography Focus

Silicon Valley/Bay AreaUnited States

◆ Team

Name	Title	Role	Links
Aileen Lee	Founder & CEO	Founder

◆ Notable Investments

GuildHomebasePortexContinuumMutinyContraDocsendIroncladKiaviPallaVic.aiDrataUplimitSlideruleGuild EducationArcolBasataPetualStandard KernelEisen

◆ Traits

Leads rounds

Co-invests

◆ FAQ

What does Cowboy Ventures invest in?

Cowboy Ventures invests in Enterprise Software, Fintech and Consumer Apps at the pre-seed, seed and series-a stages.

Which geographies does Cowboy Ventures focus on?

Cowboy Ventures focuses on Silicon Valley/Bay Area and United States, and is headquartered in United States.

What is Cowboy Ventures's typical check size?

Cowboy Ventures typically writes checks of $0.5M to $4M.