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Charlie Cheever

Angel · United States

#277 Investor Ranking 2026 Top 2% of investors worldwide
47 Portfolio companies+29% in 5 years
9 Unicorns
2 Decacorns
50 Investments
May 2025 Last investment
01 · Biggest holdings

Charlie Cheever’s biggest current holdings.

The most valuable companies Charlie Cheever still holds, ordered by Dealroom’s latest valuation. Companies that have been acquired or gone public are in Exits instead. Dealroom has no parsed shareholder register for Charlie Cheever, so the size of each stake isn’t shown.

#CompanyValuation
  1. 1 EtchedDecacorn · Semiconductors · USA $10.3B
  2. 2 HandshakeUnicorn · Education · USA $3.5B
  3. 3 HarmonicUnicorn · Enterprise Software · USA $1.4B
  4. 4 LinearUnicorn · Enterprise Software · USA $1.2B
  5. 5 SocketUnicorn · Security · USA $1.0B
  6. 6 EasyPostUnicorn · Transportation · USA $1.0B
  7. 7 ArtsyMedia · USA $225M
  8. 8 GustoFintech · USA $9K

Unicorns and thoroughbreds Charlie Cheever has backed and still holds, at Dealroom’s latest valuation. Charlie Cheever also appears inside investor groups in Quora, where a standalone stake isn’t disclosed. See the underlying shareholder registers on Dealroom →

02 · Exits

Charlie Cheever’s biggest exits.

Portfolio companies that IPO’d or were acquired at $1B+, with the valuation recorded at exit and — for those still public — their value today. Exit events come from each company’s funding-round history; entry stage from Charlie Cheever’s transaction record.

$29B acquisition · 2025
Entered Series AEnterprise Software
$6.4B IPO · 2021
Entered SeedNow $1.3BEnterprise Software
$4.8B IPO · 2020
Entered Series ANow $4.4BReal Estate
$2.0B IPO · 2022
Entered SeedNow $576MFintech
03 · Portfolio analysis

Where Charlie Cheever’s portfolio is concentrated.

Distribution of portfolio companies by headquarters country, sector, entry stage and current growth stage. Across all 47 portfolio companies. "Stage entered" is the first priced round the investor joined, derived from the investor’s transaction history.

By countryCount
  1. USA45
  2. Canada1
  3. China1
  4. France1
  5. UK1
By sectorCount
  1. Enterprise Software15
  2. Fintech5
  3. Health5
  4. Media4
  5. Education3
  6. Jobs Recruitment3
  7. Transportation3
  8. Home Living2
  9. Security2
  10. Engineering and Manufacturing Equipment1
  11. Event Tech1
  12. Gaming1
By stage enteredCount
  1. Seed38
  2. Series A5
  3. Series B+2
By growth stageCount
  1. Early Growth19
  2. Late Growth17
  3. Breakout Stage12
  4. Mature1
04 · Portfolio market map

Inside Charlie Cheever’s portfolio.

The 49 highest-funded portfolio companies, of 47 tracked.

Opendoor
Real Estate · Unicorn
$4.4B
Scale
Enterprise Software · Decacorn
$29B
Etched
Semiconductors · Decacorn
$10B
Gusto
Fintech
$9K
Zenefits
Jobs Recruitment
$200M
Handshake
Education · Unicorn
$3.5B
Forge Global
Fintech
$576M
Amplitude
Enterprise Software · Unicorn
$1.3B
Harmonic
Enterprise Software · Unicorn
$1.4B
Helm.ai
Robotics
$431M
Linear
Enterprise Software · Unicorn
$1.3B
Socket
Security · Unicorn
$1.0B
Elation Health
Health
$200M
Artsy
Media
$225M
Casetext
Legal
$650M
Binti
Kids
$225M
Raycast
Enterprise Software
$120M
EasyPost
Transportation · Unicorn
$1.0B
Goody
USA
$60M
Lunchclub
Media
$100M
Mainstay
Education
$56M
Bloomscape
Home Living
$60M
Kite
Enterprise Software
$68M
Apptimize
Enterprise Software
$50M
SIMTEK
Engineering and Manufacturing Equipment
$44M
Rork
Enterprise Software
$60M
URX
USA
$48M
Spin
Transportation
$19M
EagerPanda
Enterprise Software
$14M
Coursehorse
Education
$16M
Destiny XYZ
Fintech
Logseq
China
$16M
Frontback
USA
$12M
Studio
Enterprise Software
$13M
Mem Protocol
USA
$12M
Fuzzbuzz
Enterprise Software
$11M
RedCap Automotive Technology
Transportation
$8.0M
Sparks
USA
$9.2M
Fluc
Media
$9.2M
Evertoon
Gaming
$6.8M
Cover Lockscreen
USA
$6.8M
The Mednet
Health
$5.2M
byUs
Enterprise Software
$6.0M
ShareWell
Health
$5.2M
Cell Vault
Health
$4.0M
Simtek
Security
7 Cups
Health
BuckStash Investments
Fintech
Plato
USA
05 · Portfolio founders

Where Charlie Cheever’s portfolio founders come from.

74 founders across the 49 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
  1. United States63
  2. Argentina3
  3. United Kingdom3
  4. Anguilla1
  5. China1
  6. Finland1
  7. Peru1
  8. Russia1
UniversityCount
  1. Stanford University9
  2. Harvard University6
  3. Massachusetts Institute of Technology4
  4. Michigan Technological University3
  5. New York University3
  6. Princeton University3
  7. Rutgers university3
  8. University of California, Berkeley2
  9. Wharton School of the University of Pennsylvania2
  10. Aschaffenburg University of Applied Sciences1
Previous companyCount
  1. Quora4
  2. Stanford University4
  3. The Thiel Foundation4
  4. Alphabet | Google3
  5. Addepar2
  6. Citibank2
  7. Coinbase2
  8. Intel Corporation2
  9. Intel NAND Memory Unit2
  10. LinkedIn2