MS

Mathias Schilling

Managing Partner at Headline

San Francisco, California

Overview 

Mathias Schilling is a Managing Partner at Headline in San Francisco, with a strong background in venture capital, entrepreneurship, and strategic partnerships. He has successfully invested in companies like Carewell (Series B) and Creditas (Series F), demonstrating his expertise in driving growth and value for startups through his board roles and investments. Schilling's career highlights include leading investments in a range of successful companies, such as The RealReal (Series H) and Sonos (Series B), showcasing his ability to identify and support high-potential ventures in various sectors. His current role as Managing Partner at Headline underscores his leadership in community and board development, as well as his strategic vision in fostering the growth of startups.

Work Experience 

  • Managing Partner

    1998 - Current

    Portfolio includes: Acorns, Angie’s List (NASDAQ:ANGI), AirVet · AppFolio (NASDAQ:AAPF), Axios, BlueKai (acq. Oracle), Carewell, Creditas, eGroups (acq. Yahoo), Gopuff, Farfetch (NYSE: FTCH), Fetch Rewards, GotoMeeting (acq. Citrix) · Groupon (NASDAQ:GRPN), Heard, HiMedia (HIM.PA), Keeper Tax, Maker Studios (acq. by Disney), Nivoda, Pismo, Shipt (acq. TGT) · Shopping.com (acq. EBAY), Solid, Sonos (NASDAQ:SONO), The RealReal (NASDAQ: REAL) , Yeahka (9923.HK), Yume Networks (NYSE:YUME).

Headline is a global venture capital firm investing in winning teams across stages and geographies.

  • Board Member

    2023

  • Board Member

    2022

  • Board Observer

    2021

Keeper is an AI-based tax prep software

Raised $15,750,000.00 from Jeff Seibert, Foundation Capital, Ilya Volodarsky, Wayne Chang, Matrix, Chang Corporation, Headline and Jack Altman.

  • Investor

    2020

Airvet is a telehealth platform designed to offer continuity of care between pet parents and veterinarians.

Raised $32,200,000.00 from Mountain Group Capital, Headline, Burst Capital, Bob Antin and Canvas Ventures.

  • Board Member

    2020

Carewell is a marketplace serving family caregivers offering healthcare products and the guidance and support to navigate at-home care.

Raised $54,999,990.00 from NextView Ventures, Primetime Partners, MBF Healthcare Partners, Florida Opportunity Fund, Sageview Capital, Headline, Anchor Capital GP and Florida Opportunity Fund.

  • Investor and Board Observer

    2020

  • Board Member

    2019

Fetch is a consumer-engagement platform that enables users to earn and redeem rewards.

Raised $631,849,943.00 from Morgan Stanley Private Credit.

  • Investor, Board Member and Board Observer

    2015

Acorns is a financial technology and services company that specializes in automated investments and robo-advice.

Raised $510,010,000.00 from Headline, BlackRock, Bain Capital Ventures, Torch Capital, Declaration Partners, Industry Ventures, Owl Rock Capital, Ruttenberg Gordon Investments, Thirty Five Ventures and Senator Investment Group.

  • Investor

    2017

Gopuff is a digital delivery service designed to deliver daily essentials within minutes.

Raised $3,449,710,000.00 from Robert Iger and BroadLight Capital.

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