Where does Jon Callaghan work?

Jon Callaghan is Investment Team at True Ventures and Board director at Ernesta and Board director at Peloton Interactive and Board director at Neosensory.

What check size does Jon Callaghan write?

Jon Callaghan typically writes checks of $500K – $3M.

What boards does Jon Callaghan sit on?

Jon Callaghan holds tracked board seats at 3D Robotics, Better Place International, Cloverpop, Dahlia Labs, Inc., Daydream, Ernesta, Ernesta, Keep Holdings Inc, Madison Reed, Murj.

What companies has Jon Callaghan invested in?

Investments tracked here include Automattic, Duo Security, Fitbit, HashiCorp, Peloton, Ring exited.

Where did Jon Callaghan go to school?

Jon Callaghan studied at Harvard University (MBA, General Management); Harvard Business School (MBA, General Management); Dartmouth College (AB, Government).

Jon Callaghan

InvestorFounder

Investment Team at True Ventures · Board director at Ernesta · Board director at Peloton Interactive · Board director at Neosensory

Palo Alto, CA

Writes $500K – $3M checks · typically $20M

About

Jon Callaghan is a co-founder of True Ventures, an early-stage venture capital firm. He has worked in venture capital since 1991 and has founded three companies over his career. His investment focus centers on early-stage companies in the internet, device, and mobile markets. He serves as Chairman of the NVCA, reflecting his interest in advocating for the entrepreneurial economy in Washington.

Likely email· guessed from name + firm domain, not firm-published

j•••@trueventures.comreveal80% confident

Invests in

AI & Machine LearningBiotechClimate TechConsumerDeep TechHardwareSector Agnostic

Beyond investing

Founded: Co-founded the early-stage venture capital firm True Ventures. Founded three companies over his career. Callaghan co-founded True Ventures in 2005.
Education: Studied at Dartmouth College (bachelor's degree, government) Studied at Harvard Business School (MBA)
Boards: Serves as Chairman of the NVCA (National Venture Capital Association).
Communities: Callaghan served as Chair of the National Venture Capital Association from 2015 to 2016.
Hobbies: Is an avid pilot. Enjoys running. Callaghan is a pilot, music lover, and outdoorsman.
Family: Describes himself as a dad. Callaghan enjoys adventures with his wife and four sons.

From Jon's own website — common ground for a warm intro.

Board director at Ernesta

Intro paths

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In turn, Jon can intro founders to Ernesta's investors below.

Ernesta's investors · 3

AdditionNew York · $1M – $500M checks · since 2026 Platform CapitalLagos · since 2026 True VenturesSan Francisco · $500K – $3M checks · since 2026

Co-founders at Ernesta

Hisao KushiExecutive Officer

John FoleyExecutive Officer, Director

Yony F.Founder

Board director at Peloton Interactive

Intro paths

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In turn, Jon can intro founders to Peloton Interactive's investors below.

Peloton Interactive's investors · 2

Tiger Global ManagementNew York · $1M – $100M checks · since 2015 True VenturesSan Francisco · $500K – $3M checks · since 2015

Co-founders at Peloton Interactive

Graham StantonExecutive Officer

John FoleyDirector

Hisao KushiExecutive Officer

Board director at Neosensory

Intro paths

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In turn, Jon can intro founders to Neosensory's investors below.

Neosensory's investors · 5

DigiTx Partners LLCSan Francisco · $2M – $5M checks Excel Venture ManagementBoston · $1M – $5M checks · since 2018 HCVCParis · $100K – $1M checks True VenturesSan Francisco · $500K – $3M checks · since 2015 Western Technology InvestmentPortola Valley · $250K – $30M checks

Co-founders at Neosensory

David EaglemanExecutive Officer, Director

Scott NovichExecutive Officer, Director

Experience

DaydreamInvestor, Board Membercurrent2023 — present
Ernesta Inc.Investor, Board Membercurrent2022 — presentNew York, United States
PipedreamInvestor, Board Membercurrent2019 — presentSan Francisco, California, United States
AiseraInvestor, Board Membercurrent2017 — presentSan Francisco Bay Area
Madison ReedInvestor, Board Membercurrent2013 — presentSan Francisco Bay Area
Stio®Angel Investorcurrent2011 — presentJackson, Wyoming, United States
PayNearMeInvestor, Board Membercurrent2009 — presentSan Francisco Bay Area
True VenturesFounder, Managing Partnercurrent2006 — present
Peloton InteractiveBoard Member2015 — 2024
sweetgreenVenture Capital Investor2018 — 2024
Fitbit (now part of Google)Investor, Board Member2008 — 2017San Francisco, California, United States
CloverpopBoard Member, Investor2016
Screenhero, Inc.Venture Capital Investor2013 — 2014San Francisco, California, United States
BrightRollInvestor, Board Member2006 — 2014San Francisco, California, United States
BrightRollInvestor, Board Member2006 — 2007
GoodreadsInvestor, Board Member2007 — 2013San Francisco, California, United States
ToyTalk, Inc.Investor2011 — 2013
Milo.comBoard Member, Investor2009 — 2010
CollectaInvestor2008 — 2009
GigaOMBoard Member, Investor2006 — 2009
ScanRInvestor, Board Member2006 — 2007
SendMe MobileInvestor, Board Member2006 — 2007
Globespan CapitalManaging Director2001 — 2005
Applied IdentityInvestor, Board Member2004 — 2005
Next MediumInvestor2004 — 2005
PlaxoBoard Member2003 — 2005
CMGI@VenturesPartner, Managing Partner1997 — 2001
Chemdex CorporationFounder and Investor1996 — 2001
AsimbaInvestor1998 — 2000
Summit PartnersAssociate1991 — 1995

Education

Harvard UniversityMBA, General Management1995 — 1997
Harvard Business SchoolMBA, General Management1995 — 1997
Dartmouth CollegeAB, Government1987 — 1991
Tabor Academy

Skills & more

Venture Capital49Start-ups66

From Jon's professional profile.

Deals · 13

Madison ReedBoard seat

via True Ventures · filed Mar 2026 · $5M raise

ErnestaBoard seat

via True Ventures · filed Mar 2026 · $20M raise

Sofar OceanBoard seat

via True Ventures · filed Feb 2025 · $22.3M raise

Dahlia Labs, Inc.Board seat

via True Ventures · filed Jun 2024 · $18M raise

Mystery Tackle BOXBoard seat

via True Ventures · filed Mar 2022 · $44M raise

Better Place InternationalBoard seat

via True Ventures · filed Nov 2021 · $20M raise

PayNearMeBoard seat

via True Ventures · filed Oct 2019 · $11M raise

MurjBoard seat

via True Ventures · filed Jun 2018 · $8.5M raise

CloverpopBoard seat

via True Ventures · filed Oct 2016 · $6.2M raise

3D RoboticsBoard seat

via True Ventures · filed Jun 2016 · $45M raise

NeosensoryBoard seat

via True Ventures · filed Dec 2015 · $4.2M raise

Peloton InteractiveBoard seat

via True Ventures · filed Dec 2015 · $75M raise

Keep Holdings IncBoard seat

via True Ventures · filed Mar 2015 · $4.5M raise

Attribution from SEC filings, press coverage, and firm rosters.

Other disclosed investments

Board seats

DaydreamPipedream

Investor

Automattic Duo Security Fitbit HashiCorp Peloton Ring exited

Sources: SEC Form D filings · the firm's website.

Colleagues at True Ventures

Adam D'Augelli

Investor at True Ventures

Amanda Mann

Investor at True Ventures

Amy Errett

Venture partner at True Ventures and founding CEO of Madison Reed

Ann Crady Weiss

Investor at True Ventures

Ariel Winton

Principal at True Ventures

Brooke Van Natta

Investor at True Ventures

Carrie Wadsworth

Investor at True Ventures

Christiaan Vorkink

Vice President and Director at True Ventures

Frequently asked questions

Who is Jon Callaghan?: Jon Callaghan is a co-founder of True Ventures, an early-stage venture capital firm. He has worked in venture capital since 1991 and has founded three companies over his career. His investment focus centers on early-stage companies in the internet, device, and mobile markets. He serves as Chairman of the NVCA, reflecting his interest in advocating for the entrepreneurial economy in Washington.
Where does Jon Callaghan work?: Jon Callaghan is Investment Team at True Ventures and Board director at Ernesta and Board director at Peloton Interactive and Board director at Neosensory.
What does Jon Callaghan invest in?: Jon Callaghan invests in AI & Machine Learning, Biotech, Climate Tech, Consumer, Deep Tech, Hardware, Sector Agnostic.
What check size does Jon Callaghan write?: Jon Callaghan typically writes checks of $500K – $3M.
What boards does Jon Callaghan sit on?: Jon Callaghan holds tracked board seats at 3D Robotics, Better Place International, Cloverpop, Dahlia Labs, Inc., Daydream, Ernesta, Ernesta, Keep Holdings Inc, Madison Reed, Murj.
What companies has Jon Callaghan invested in?: Investments tracked here include Automattic, Duo Security, Fitbit, HashiCorp, Peloton, Ring exited.
Where did Jon Callaghan go to school?: Jon Callaghan studied at Harvard University (MBA, General Management); Harvard Business School (MBA, General Management); Dartmouth College (AB, Government).