Investor profile

Cowboy Ventures

Venture Capital · Founded 2012 · Palo Alto, United States

84 portfolio companies Venture Capital · $2.3B invested · 159 investments · Investor rank #1,339 · Last investment 5/2026

Portfolio companies 84 ↑ 15% 5y

Decacorns 0

Thoroughbreds 4

Power Law #385Investor Ranking · Global · 2026 · Top 2%

01 · Biggest holdings

Cowboy Ventures’ biggest current holdings.

The most valuable companies Cowboy Ventures still holds — unicorns and thoroughbreds it has backed, ordered by Dealroom’s latest valuation. Companies that have been acquired or gone public are in Exits instead. Where a cap table names Cowboy Ventures directly, the stake and its estimated value are shown too.

#CompanyEst. stakeValuationEst. value

1 Guild EducationUnicorn · Education · USA 7% $4.4B $308M
2 BranchUnicorn · Enterprise Software · USA 4% $4.0B $160M
3 DrataUnicorn · Security · USA 9% $2.0B $180M

Estimated value = Cowboy Ventures’ disclosed ownership % × Dealroom’s latest company valuation; direct named stakes only, exited positions excluded. Figures are indicative, not reported marks. See the underlying cap tables on Dealroom →

02 · Portfolio analysis

Where Cowboy Ventures’ portfolio is concentrated.

Distribution of portfolio companies by headquarters country, sector, entry stage and current growth stage. Across all 84 portfolio companies. "Stage entered" is the first priced round the investor joined, derived from the investor’s transaction history.

By countryCount

USA90
Canada1
Germany1
Nigeria1
Norway1

By sectorCount

Enterprise Software21
Fintech12
Media11
Marketing10
Wellness Beauty8
Education7
Home Living7
Telecom6
Health5
Jobs Recruitment5
Security4
Food3

By stage enteredCount

Seed60
Series A19
Series B+4

By growth stageCount

Breakout Stage42
Early Growth40
Late Growth12

03 · Portfolio market map

Inside Cowboy Ventures’ portfolio.

The 60 highest-funded portfolio companies, of 84 tracked.

Branch

Enterprise Software · Unicorn

Brandless

Wellness Beauty

$236M

Drata

Security · Unicorn

$2.0B

Kiavi

Fintech

$717M

Dollar Shave Club

Wellness Beauty · Unicorn

$1.0B

Memebox

Wellness Beauty

$175M

Homebase

Jobs Recruitment

$550M

Tally Technologies

Fintech

Vic.ai

Fintech

$208M

Crunchbase

Enterprise Software

$200M

Area 1 Security

Security

$162M

NuORDER

Enterprise Software

$425M

Drop

Consumer Electronics

$160M

Philz Coffee

Food

$145M

ChartHop

Jobs Recruitment

$175M

August Home

Home Living

$100M

LightStep

Enterprise Software

$164M

Fresco

Food

$100M

Aviso, Inc.

Marketing

$32M

Hone

Education

$120M

Abstract

Enterprise Software

$120M

Brit + Co

Media

$60M

Fullcast

Jobs Recruitment

$136M

StyleSeat

Wellness Beauty

$100M

Accompany

Telecom

$270M

Mixhalo

Music

$96M

Tenor

Media

$68M

LaunchNotes

Telecom

$60M

SVT Robotics

Robotics

$100M

Branch

Telecom

$8.0M

Basata

Health

$84M

Nearby

USA

$84M

Standard Kernel

Semiconductors

$80M

Petual

Enterprise Software

$80M

Getsetup

Education

$40M

nWay

Gaming

$7.7M

Uplimit

Education

$44M

Eisen

Fintech

$40M

Planet FWD

Enterprise Software

$40M

After School

Telecom

$66M

Spruce Health

Health

$60M

DocSend

Marketing

$165M

Palla

Fintech

$58M

GroundMetrics

Energy

$30M

Passbase

Security

$40M

Brava Home

USA

$48M

LumaTax

Legal

$16M

Aura Health

Health

$25M

Mon Ami

Health

$13M

Brickwork

Media

$20M

NakedPoppy

Wellness Beauty

$16M

HEARTWORK

Real Estate

$6.4M

Product Hunt

Media

$24M

Soma

Energy

$4.8M

Locality

USA

$17M

04 · Portfolio founders

Where Cowboy Ventures’ portfolio founders come from.

117 founders across the 94 highest-funded portfolio companies — by current location, university attended, and the companies they worked at before founding. Sourced from the founder records the API links to each portfolio company.

LocationCount