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JC

Jon Callaghan

Director at Ernesta Home. Also a co-founder and managing partner, true ventures, director at Madison Reed and a director at Paynearme.

DirectorPublic companyRoles at 3 startups
Updated Nov 10, 2026·Latest SEC filing Mar 13, 2026·Suggest an edit

About Jon Callaghan

Jon Callaghan is a director at Ernesta Home.

Form D filings also name Jon Callaghan as a co-founder and managing partner, true ventures, director at Madison Reed and a director at Paynearme.

Jon Callaghan reports to the SEC as a director or major shareholder of 2 public companies: Peloton Interactive (PTON) and Fitbit (FIT).

Jon Callaghan first appears on SEC filings in 2009.

Experience

This experience comes from Jon Callaghan's profile and from SEC filings. For roles taken from filings, the years are when the filings name Jon Callaghan in the role, so the role may have started earlier or lasted longer.

Daydream Current
Investor, Board Member
2023 – Present
Ernesta Home, Inc. Current
Investor, Board Member
2022 – Present · New York, NY
Custom-sized rugs for homes.
Pipedream Current
Investor, Board Member
2019 – Present
Aisera Current
Investor, Board Member
2017 – Present
Madison Reed, Inc. Current
Co-Founder and Managing Partner, True Ventures, director
Investor, Board Member (2013 – Present)
2013 – Present · San Francisco, CA
Sells hair color products and salon coloring services to consumers.
Stio® Current
Angel Investor
2011 – Present
Paynearme, Inc. Current
Investor, Board Member
2009 – Present · Santa Clara, CA
True Ventures Current
Founder, Managing Partner
2006 – Present
Peloton Interactive, Inc.
Director and 10% owner
2015 – 2024 · Public company (PTON)
sweetgreen
Venture Capital Investor
2018 – 2024
Fitbit, Inc.
Director and 10% owner
Investor, Board Member (2008 – 2017)
2008 – 2018 · Public company (FIT)
Cloverpop
Board Member, Investor
2016
Screenhero, Inc.
Venture Capital Investor
2013 – 2014
BrightRoll
Investor, Board Member
2006 – 2014
ToyTalk, Inc.
Investor
2011 – 2013
Goodreads
Investor, Board Member
2007 – 2013
Milo.com
Board Member, Investor
2009 – 2010
Collecta
Investor
2008 – 2009
GigaOM
Board Member, Investor
2006 – 2009
ScanR
Investor, Board Member
2006 – 2007

Key Colleagues at Startups

The people Jon Callaghan works with at each company, as listed on that company's latest Form D.

Madison Reed, Inc. · Form D, Mar 13, 2026
JC
Jeff Crowe
Senior Managing Partner, Norwest Venture Partners and director
SM
Stephanie Michelman
Global Chief Marketing Officer, Benefit Cosmetics and director
MD
Michael Dubin
Founder of Dollar Shave Club and director
JZ
Jose Zuniga
Chief Financial Officer
Amy Errett
Amy Errett
CEO Founder & Board Member
MW
Maureen Watson
Executive officer
Ernesta Home, Inc. · Form D, Mar 12, 2026
HK
Hisao Kushi
Secretary
KB
Karen Boone
Director
JF
John Foley
Executive officer and director
LF
Lee Fixel
Director
Paynearme, Inc. · Form D, May 26, 2023
BC
Bill Clerico
Director
MD
Mirna Daouk
Executive officer
DS
Daniel Shader
Chief Executive Officer and director
LB
Lauren Brown
Executive officer

Sources

  1. SECMadison Reed, Inc. Form D, filed Mar 13, 2026
  2. SECErnesta Home, Inc. Form D, filed Mar 12, 2026
  3. SECPaynearme, Inc. Form D, filed May 26, 2023
  4. SECForms 3, 4 and 5 filed by Jon Callaghan (SEC filer 1642681)