Cowboy Ventures
VC Fund
Palo Alto, United States
Cowboy Ventures is a VC fund in Palo Alto focused on Software and E-Commerce. Cowboy Ventures specializes in financing businesses operating across multiple domains, including enterprise solutions, financial technology, software infrastructure, digital security, healthcare, and consumer platforms. Aside from delivering early capital infusions, the enterprise offers advisory assistance to corporate founders to aid with executive recruitment, product management frameworks, scale strategies, and follow-on fundraising initiatives.
- Total investments:
- 177
- Last investment:
- Lead investor:
- 20%
- Fund size:
- $140M
- Last fund:
Last updated:
For AI agents: llms.txt
Industries Cowboy Ventures invests in
Stages Cowboy Ventures invests in
Countries Cowboy Ventures invests in
Round sizes
Contacts
| Name | Phone | Socials | |
|---|---|---|---|
| See all 9 contacts → | |||
Round size
- Seed
- $1.3M–$8.5M
- Series A
- $5M–$16M
- Series B
- $15M–$50M
Investment Focus
Industry
- Software 39 (22%)
- E-Commerce 16 (9%)
- Internet 14 (8%)
- Artificial Intelligence 12 (7%)
- SaaS 10 (6%)
Stage
- Seed 69 (39%)
- Series A 47 (27%)
- Series B 24 (14%)
- Series C 10 (6%)
- Venture - Series Unknown 6 (3%)
Country
- United States 96 (54%)
- Israel 1 (1%)
- Germany 1 (1%)
Team
| Name | Title | Investments | Links | |
|---|---|---|---|---|
Caroline Duffy
Partner
|
Partner | Total investments: 1 | Find email | |
Jillian Williams
Principal
|
Principal | Total investments: 10 | Find email | |
Aileen Lee
Founder and Managing Partner
|
Founder and Managing Partner | Total investments: 68 | Find email | |
Chad Sanderson
Scout
|
Scout | Total investments: 2 | Find email | |
Donna Boyer
Wrangler / Venture Scout
|
Wrangler / Venture Scout | Total investments: 0 | Find email | |
| See all 9 team members → | ||||
Investments
| Company | Description | Round | Links |
|---|---|---|---|
| Carbon is an AI-powered platform automating commercial real estate loan servicing workflows using validation and intelligence tool. | $12M / Venture - Series Unknown / Oct 15, 2026 | ||
| Eisen is a compliance operations platform that helps financial institutions manage escheatment, disbursement, and regulatory reporting processes for dormant or inactive accounts. The company provides tools that automate workflows related to unclaimed property compliance, including customer outreach, stale check management, failed payouts, andaccount offboarding. Its platform integrates with existing financial systems to help organizations monitor dormancy risk, track state reporting deadlines, and manage fund disbursements across different account types. Eisen also offers solutions tailored for industries such as banking, credit unions, insurance, telecommunications, retirement plan administration, and cryptocurrency platforms. In addition to software tools, the company supports operational compliance activities by helping businesses manage regulatory obligations tied to inactive assets and unclaimed property laws. | $10M / Series A / May 19, 2026 | ||
| Basata develops AI-powered tools that help healthcare practices manage administrative workflows such as referrals, scheduling, document processing, and patient communications. The company’s platform integrates with existing electronic health record systems and automates tasks related to faxes, phone calls, and patient intake. Its solutions aredesigned to reduce administrative workload for healthcare staff while improving the speed of patient scheduling and document handling. Basata also provides AI voice agents and document-processing systems that help healthcare organizations handle high volumes of operational tasks more efficiently. The company works with medical practices and healthcare networks to streamline back-office operations and improve coordination across administrative processes. | $21M / Series A / May 08, 2026 | ||
| Petual is building the AI-powered platform for audit and compliance, transforming how enterprises manage SOX, operational, financial, and compliance risk. Our intelligent agents deliver precision, coverage, and speed impossible with manual testing. | $20M / Seed / Apr 23, 2026 | ||
| Palla is a REST API that lets banks empower their customers to request, receive and manage international inward remittances. Its product is built to allow its partners to fully customize the experience within their app and includes tailored reporting to drive customer insights and engagement. | $14.5M / Series A / May 28, 2025 | ||
| Eisen is a compliance operations platform that helps financial institutions manage escheatment, disbursement, and regulatory reporting processes for dormant or inactive accounts. The company provides tools that automate workflows related to unclaimed property compliance, including customer outreach, stale check management, failed payouts, andaccount offboarding. Its platform integrates with existing financial systems to help organizations monitor dormancy risk, track state reporting deadlines, and manage fund disbursements across different account types. Eisen also offers solutions tailored for industries such as banking, credit unions, insurance, telecommunications, retirement plan administration, and cryptocurrency platforms. In addition to software tools, the company supports operational compliance activities by helping businesses manage regulatory obligations tied to inactive assets and unclaimed property laws. | $8.5M / Seed / Jan 01, 2025 | ||
| Portex Pro removes manual freight procurement for shippers and their partners to save money and time. The company aims to bring pricing efficiency and transparency to the global logistics industry. Portex Pro was founded in 2021 and is based in Hayward, California. | $6.3M / Seed / Sep 05, 2024 | ||
| Continuum is a technology firm specializing in digital networks for B2B distributors and manufacturers. | $4.1M / Seed / Aug 26, 2024 | ||
| Arcol simplifies building design with powerful, browser-based modeling that lets your whole team work together | Series A / Jul 24, 2024 | ||
| Uplimit is where anyone can learn the most in-demand skills and actually put them to work. Where leading organizations build technical skills at scale. It’s where industry-leading instructors show how they tackle real problems, with real methods. And where the perfect combination of teaching best practices, top practitioners, technology, andcollective peer learning makes real growth accessible to us all. | $11M / Series A / Jul 23, 2024 | ||
| See all 177 investments → | |||
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FAQ
What does Cowboy Ventures invest in?
Cowboy Ventures invests primarily in Software, E-Commerce and Internet startups, most often at Seed and Series A stage. Most of the 177 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What round sizes does Cowboy Ventures invest in?
Cowboy Ventures typically joins rounds of $1.3M–$8.5M at Seed, $5M–$16M at Series A and $15M–$50M at Series B. These are whole funding-round sizes, not Cowboy Ventures's own check, which is rarely disclosed: the 10th–90th percentile of the confirmed public funding rounds Cowboy Ventures took part in.
How do I contact Cowboy Ventures?
Public channels for Cowboy Ventures include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
Who are the partners at Cowboy Ventures?
The team at Cowboy Ventures includes Caroline Duffy (Partner), Jillian Williams (Principal) and Aileen Lee (Founder and Managing Partner), among 9 team members tracked by Shizune. The Team section lists each member with their title, investment count and links.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Oct 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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