Cowboy Ventures logo

Cowboy Ventures

North America, California, United States, Palo Alto

Description

Cowboy Ventures, founded in 2012 by venture capitalist Aileen Lee, is a prominent seed-stage venture capital firm based in Palo Alto, California. Lee, who famously coined the term "unicorn" in 2013 to describe billion-dollar startups, established the firm with a vision to back exceptional founders at the earliest stages of their entrepreneurial journey. Cowboy Ventures maintains a generalist investment approach, yet has developed a strong track record across enterprise SaaS, consumer technology, and marketplace models.

The firm's investment philosophy centers on identifying companies with strong product-market fit and visionary teams. They are known for their hands-on support, helping portfolio companies navigate the challenges of early-stage growth. Cowboy Ventures typically writes initial checks ranging from $1 million to $3 million, providing crucial capital for startups to build their foundational teams and refine their offerings. Their portfolio includes notable successes such as Dollar Shave Club, Guild Education, and Frame.io, demonstrating their ability to pick future market leaders.

Cowboy Ventures has consistently grown its capital base, reflecting its continued success and commitment to the seed ecosystem. Their most recent fund, Fund V, closed in 2023 with $150 million in commitments, underscoring investor confidence in their strategy and team. This substantial capital allows them to continue supporting a diverse range of innovative startups, often leading or co-leading seed rounds. The firm's partners, including Amanda Robson and Ted Wang, bring deep operational and investment expertise, further strengthening their value proposition to founders.

Overall, Cowboy Ventures has cemented its reputation as a founder-friendly and impactful seed-stage investor. Their strategic guidance, coupled with significant early capital, positions them as a key partner for entrepreneurs aiming to build transformative technology companies.

Investor Profile

Cowboy Ventures has backed more than 144 startups, with 3 new investments in the last 12 months alone. The firm has led 24 rounds, about 17% of its total and boasts 29 exits across its portfolio.

Investment Focus Highlights

  • Concentrates on Seed, Series A, Series B rounds (top funding stages).
  • Majority of deals are located in United States, Germany.
  • Strong thematic focus on Software, E-Commerce, Internet.
  • Led 1 rounds in the past year.
  • Typical check size: $1M – $3M.

Stage Focus

  • Seed (38%)
  • Series A (28%)
  • Series B (16%)
  • Series C (7%)
  • Series Unknown (6%)
  • Pre Seed (2%)
  • Series D (1%)
  • Series E (1%)

Country Focus

  • United States (99%)
  • Germany (1%)

Industry Focus

  • Software
  • E-commerce
  • Internet
  • Artificial Intelligence (Ai)
  • Mobile Apps
  • Saas
  • Financial Services
  • Fintech
  • Human Resources
  • Retail
circle-line
FAQ

Frequently Asked Questions

Learn who this investor regularly partners with—both firms and angels—and explore their latest activity.

Who does Cowboy Ventures frequently co-invest with?

First Round Capital
North America, California, United States, San Francisco
Co-Investments: 10
Kleiner Perkins
North America, California, United States, Menlo Park
Co-Investments: 12
Baseline Ventures
North America, Wyoming, United States, Jackson
Co-Investments: 10
Felicis
North America, California, United States, Menlo Park
Co-Investments: 8
SV Angel
North America, California, United States, San Francisco
Co-Investments: 7
Redpoint
North America, California, United States, Menlo Park
Co-Investments: 13
Greylock
North America, California, United States, Menlo Park
Co-Investments: 8
Notable Capital
North America, California, United States, Menlo Park
Co-Investments: 8
Slow Ventures
North America, California, United States, San Francisco
Co-Investments: 8
Harrison Metal
North America, California, United States, San Francisco
Co-Investments: 14

Which angels does Cowboy Ventures often collaborate with?

RM
North America, California, United States, San Francisco
Shared Deals: 5
ZC
North America, California, United States, San Francisco
Shared Deals: 3
MW
North America, California, United States, Los Gatos
Shared Deals: 3
TS
North America, California, United States, San Francisco
Shared Deals: 3
AC
North America, California, United States, San Francisco
Shared Deals: 2
CB
North America, California, United States, Los Angeles
Shared Deals: 3
NE
North America, California, United States, San Francisco
Shared Deals: 2
NR
North America, California, United States, San Francisco
Shared Deals: 4
KC
North America, Massachusetts, United States, Boston
Shared Deals: 2
SP
North America, California, United States, San Francisco
Shared Deals: 4

What are some of recent deals done by Cowboy Ventures?

Palla

Coral Gables, Florida, United States

Palla is an application for international money transactions.

Financial ServicesFinTechMobile AppsMobile PaymentsSoftware
Series AMay 28, 2025
Amount Raised: $14,500,000
Portex

Hayward, California, United States

Portex removes manual freight procurement for shippers and their partners to save money and time.

Delivery ServiceFreight ServiceLogistics
SeedSep 5, 2024
Amount Raised: $6,250,000
Continuum

Chicago, Illinois, United States

Continuum is a technology firm specializing in digital networks for B2B distributors and manufacturers.

B2BManufacturingRetailSoftwareWholesale
SeedAug 26, 2024
Amount Raised: $4,100,000
Uplimit

San Francisco, California, United States

Uplimit is an end-to-end AI learning platform that educates businesses and individuals with technical knowledge and practices.

Artificial Intelligence (AI)E-LearningEdTechInformation Technology
Series AJul 23, 2024
Amount Raised: $11,000,000
Homebase

San Francisco, California, United States

Homebase is a software application that provides tools for employee scheduling, time tracking, communication, and task management.

AppsHuman ResourcesProfessional ServicesSoftware
Series DApr 3, 2024
Amount Raised: $60,000,000
CapStack Technologies

Miami, Florida, United States

CapStack is a banking system that promotes collaboration among banks and financial services providers to boost asset profitability.

BankingFinancial ServicesFinTechInformation Technology
Pre SeedJul 12, 2023
Amount Raised: $6,000,000
Vic.ai

New York, New York, United States

Vic.ai is an AI platform for accounting firms and enterprise finance departments.

AccountingArtificial Intelligence (AI)Financial ServicesFinTech
Series CDec 13, 2022
Amount Raised: $52,000,000
Drata

San Diego, California, United States

Drata is a compliance and security SaaS platform that automates the compliance workflows on a company's security controls.

ComplianceSaaSSecurity
Series CDec 7, 2022
Amount Raised: $200,000,000
Getaway

Miami, Florida, United States

Getaway assists investors in premier real estate through design and data services.

Professional ServicesReal EstateReal Estate Investment
SeedOct 14, 2022
Amount Raised: $4,400,000
Tally

San Francisco, California, United States

Tally is a financial automation company that helps members in paying off their credit card debt.

Credit CardsFinancial ServicesFinTechMobile Apps
Series DOct 3, 2022
Amount Raised: $80,000,000