Freestyle Capital

Freestyle Capital invests in early-stage technology companies raising seed funding.

ActiveVenture Capital

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Updated: Feb 17, 2026 ·

Financial History

Total Raised

N/A

Valuation

N/A

Investments Made

Date	Company	Round	Lead Investor(s)	Co-Investor(s)
Sep 1, 2025	Gravity	$3.0M Seed	—	645 Ventures, Boost VC, Draper Associates, Flex Capital, Foundry Group, Lobby Capital, Recursive Ventures, Redpoint Ventures, Marco DeMeireles, Trajectory Ventures, True Ventures, Upfront Ventures, Thomas Noonan
Aug 1, 2025	CityMall	$47.0M Series D	—	Andreessen Horowitz, General Catalyst, Krishna Yeshwant, Norwest Venture Partners, The General Partnership, Wave Capital
Jul 1, 2025	Sundial	$23.0M Series A	—	Accel, Alt Capital, Bee Partners, Blue Bear Capital, Browder Capital, Contrary Capital, Jenny Fielding, Scott Hartley, Founders Fund, FTX Ventures, Lightspeed Venture Partners, Meritech Capital Partners, Mischief Venture Capital, Next Play Ventures, Operator Collective, Redpoint Ventures, Saga, Sequoia Capital, South Park Commons, Summit Partners, Sutter Hill Ventures, TCV, The Hit Forge, UP.Partners, Vela Partners, Webb Investment Network, Amjad Masad, Arash Ferdowsi, Balaji Srinivasan, Bradley Horowitz, Christina Cacioppo, Deborah Liu, Dharmesh Shah, DJ Patil, Don Dodge, Drew Houston, Dylan Field, Elad Gil, Fidji Simo, Howie Liu, Immad Akhund, Jason Lemkin, Jonathan Neman, Jonathan Wasserstrum, Joshua Reeves, Julian Shapiro, Justin Mateen, Koen Bok, Kyle Vogt, Marc Benioff, Max Mullen, Parker Conrad, Sahin Boydas, Sam Altman, Scott Belsky, Scot Wingo, Sean Rad, Shishir Mehrotra, Siqi Chen, Tobias Lutke
Jun 1, 2025	Outset	$17.0M Series A	—	8VC, Adverb Ventures, Alt Capital, Antiportfolio Ventures, Ben Taft's Genius Ventures, Craft Ventures, First Round Capital, Fuel Capital, Harlem Capital, LGF, Matrix, Soma Capital, Weekend Fund, Y Combinator, Daniel Kan, Guillaume Luccisano, Nate Matherson
May 1, 2025	Usul	$3.0M Seed	—	Michael Driscoll, Jackson Square Ventures, M34 Capital, Mayfield, Nepenthe Capital, Walden International, Marc Benioff, Rajiv Khemani
May 1, 2025	Gardin	$5.0M Seed	—	LDV Capital
May 1, 2025	Stackpack	$6.0M Seed	—	Michelle McBane
May 1, 2025	Stitch	$10.0M Seed	—	Big Sky Health, Coinbase Ventures, Connect Ventures, Creative Juice, ENIAC Ventures, Jenny Fielding, Scott Hartley, Exponent Founders Capital, Firstminute Capital, Future Africa, General Catalyst, Luno Expeditions, Norrsken VC, Precursor Ventures, QED Investors, Quona Capital, Stellar Capital, Tekton Ventures, The Community Fund, Vera Equity, Andre Mohamed, Brad Garlinghouse, Charles Delingpole, David de Picciotto, Eric Hahn, Gabriel Weinberg, Iqram Magdon-Ismail, Jason Goldberg, Richard Chen, Tom Blomfield, Trevor Noah
May 1, 2025	diio	$3.0M Seed	—	Base10 Partners, Roger McNamee
May 1, 2025	Sprinter Health	$55.0M Series B	—	1984 Ventures, 7wire Ventures, Andreessen Horowitz, Forerunner Ventures, General Catalyst, Geodesic Capital, Krishna Yeshwant, Kinnevik, The General Partnership, Threshold Ventures, Wave Capital
Apr 1, 2025	Stitch	$55.0M Series B	—	Big Sky Health, Coinbase Ventures, Connect Ventures, Creative Juice, ENIAC Ventures, Jenny Fielding, Scott Hartley, Exponent Founders Capital, Firstminute Capital, Future Africa, General Catalyst, Luno Expeditions, Norrsken VC, Pareto Holdings, Precursor Ventures, QED Investors, Quona Capital, Stellar Capital, Tekton Ventures, The Community Fund, Vera Equity, Andre Mohamed, Brad Garlinghouse, Charles Delingpole, David de Picciotto, Eric Hahn, Gabriel Weinberg, Iqram Magdon-Ismail, Jason Gardner, Jason Goldberg, Mandeep Singh, Richard Chen, Tom Blomfield, Trevor Noah
Apr 1, 2025	Cofertility	$7.0M Series A	—	11.2 Capital, Arkitekt Ventures, C2Ventures, Jenny Fielding, Scott Hartley, Everywhere Ventures (The Fund), Red Swan Ventures, Tau Ventures, Vibranium.VC, Deborah Liu, Scot Wingo
Mar 1, 2025	Ponte Labor	$3.0M Seed	—	Antiportfolio Ventures, Harlem Capital, Y Combinator
Mar 1, 2025	DeCharge Network	$3.0M Seed	—	Amity Ventures, Asymmetric, Awesome People Ventures, Color Capital, Darling Ventures, Interlace Ventures, Kepler Operator’s Fund, Pantera Capital, Ethan Beard, Leore Avidar
Feb 1, 2025	Keebler Health	$6.0M Seed	—	1984 Ventures, Afore Capital, Bling Capital, Jenny Fielding, Scott Hartley, Everywhere Ventures (The Fund), General Catalyst, Next Play Ventures, Deborah Liu, Gokul Rajaram, Sam Altman, Scott Belsky, Scot Wingo
Feb 1, 2025	Otis	$2.0M Seed	—	Jenny Fielding, Scott Hartley, Everywhere Ventures (The Fund), General Catalyst, Next Play Ventures, Deborah Liu, Gokul Rajaram, Scott Belsky, Scot Wingo
Oct 1, 2024	Pinpoint Predictive	$23.0M Series A	—	AV8 Ventures, Better Tomorrow Ventures, Costanoa Ventures, Markd VC, Operator Stack, South Park Commons
Sep 1, 2024	Indiegraf	$2.0M Seed	—	Michelle McBane
Sep 1, 2024	Freeplay	$6.0M Seed	—	20VC, Air Street Capital, Bain Capital Ventures, Conviction Partners, Greycroft, Matchstick Ventures, Pi Labs, Renegade Partners, Spark Capital, TenOneTen Ventures, Uncork Capital, Walden International, Amjad Masad, Jeffrey Wilke
Sep 1, 2024	Ferrum Health	$16.0M Series A	—	01 Advisors, Foundry Group, QueensBridge Venture Partners, Sunset Ventures, The Community Fund, Steve Schlafman
Sep 1, 2024	Revefi	$20.0M Series A	—	Michael Driscoll, Jackson Square Ventures, M34 Capital, Mayfield, Nepenthe Capital, Walden International, Marc Benioff, Rajiv Khemani
Aug 1, 2024	Revenew	$5.0M Seed	—	20VC, Andreessen Horowitz, Fika Ventures, Mucker Capital, Clark Landry
Jun 1, 2024	Created by Humans	$6.0M Seed	—	Afore Capital, AperiamVentures, Craft Ventures, Fifth Wall, FJ Labs, Floodgate, Foundry Group, LAUNCH, Madrona Ventures, Next47, RRE Ventures, Second Century Ventures, Silverton Partners, Slow Ventures, SNR, Y Combinator, Adam Gross, Scott Belsky, Aaron Levie, Adam D'Angelo, AirAngels, Akshay Kothari, Alt Capital, Amjad Masad, Azeem Azhar, Better Tomorrow Ventures, C2 Investment, Caffeinated Capital, Chingona Ventures, Claire Hughes Johnson, CP Ventures, Giant Ventures, Goat Capital, Johan Lorenzen, Kyle Vogt, Lainy, Larry Summers, Lerer Hippeau, Mark Gillespie, Menlo Ventures, Moonshots Capital, Oyster Ventures, Pareto Holdings, TenOneTen Ventures, The Hit Forge
Jun 1, 2024	Synthpop	$6.0M Seed	—	500 Global, Acrew Capital, Curie.Bio, Flexcap, Footwork, Founder Collective, Index Ventures, K2 Global, Kearny Jackson, Kickstart Fund, Logos Labs, Long Journey Ventures, Offline Ventures, Peterson Ventures, Plug & Play Ventures, Prototype Capital, Redpoint Ventures, Sequoia Capital, SignalFire, Slack Fund, TQ Ventures, Unusual Ventures, Bradley Horowitz, Fareed Mosavat, Gabriel Jarrosson, Sahil Lavingia, Scott Belsky
May 1, 2024	SolarSquare Energy	$4.0M Venture Round	—	Craig Shapiro, Energy Impact Partners, ENIAC Ventures, Hanaco Ventures, Incite Ventures, Lowercarbon Capital, Mayfield, Pillar VC, Struck Capital, Upside Partnership, Anna Patterson, Bradley Horowitz, Claire Diaz-Ortiz, Eros Resmini, Tom Steyer

Financial History

Total Raised

N/A

Valuation

N/A

Leadership Team

Key people at Freestyle Capital.

Leadership Team

Key people at Freestyle Capital.

Deep Dive

High-Level Overview

Freestyle Capital is an early-stage venture capital firm focused on investing in seed-stage technology companies, typically leading rounds with investments ranging from $1.5 million to $4 million. Their mission centers on partnering with exceptional entrepreneurs to build market-leading companies, emphasizing long-term value creation and strategic support. The firm invests broadly across technology sectors, including SaaS, marketplaces, consumer internet, and financial services, with a portfolio featuring notable companies such as Airtable, Intercom, Patreon, and BetterUp. Freestyle Capital plays a significant role in the startup ecosystem by being one of the first VC firms founded by serial entrepreneurs, bringing deep founder experience to their investments and actively promoting diversity within the industry[1][2][3][6].

Origin Story

Founded in 2009 by Dave Samuel and Josh Felser, both serial entrepreneurs with successful exits (Spinner sold to AOL for $320 million and Grouper/Crackle sold to Sony for $65 million), Freestyle Capital was among the first VC firms to specialize exclusively in seed-stage investing. Jenny Lefcourt joined later and became an equal partner by the third fund. Over time, the firm has grown its assets under management to over $565 million and expanded its portfolio to more than 130 companies. Josh Felser stepped down as a full-time partner in 2020 to focus on environmental ventures, while the firm continued to raise increasingly larger funds, including a $130 million fund in 2022, its largest to date[1][3][5].

Core Differentiators

Founder-Operator DNA: Freestyle’s partners are serial founders who bring hands-on operational experience, enabling them to provide practical, founder-centric guidance.
Early-Stage Focus: One of the first firms to specialize exclusively in seed-stage investments, typically investing in 10-12 companies annually.
Diversity Commitment: Actively works to improve diversity in the startup ecosystem, with nearly 29% of current fund companies having a woman founder or co-founder.
Strong Network & Support: Provides deep engagement and strategic support beyond capital, including talent, business development, and technical resources.
Track Record: Early investments in category-defining companies like Airtable, Intercom, Patreon, and BetterUp demonstrate their ability to identify and nurture market leaders[1][3][4][6].

Role in the Broader Tech Landscape

Freestyle Capital rides the wave of increasing innovation in early-stage technology startups, particularly in SaaS, marketplaces, and consumer internet sectors. The timing is favorable due to the growing importance of software-driven business models and the expanding seed funding ecosystem. Their founder-led approach and focus on diversity align with broader market trends emphasizing founder experience and inclusive entrepreneurship. By supporting companies at the seed stage, Freestyle helps shape the next generation of tech leaders, influencing the broader ecosystem through both capital deployment and operational mentorship[1][2][3][6].

Quick Take & Future Outlook

Looking ahead, Freestyle Capital is poised to continue scaling its impact by leveraging its founder-operator expertise and expanding its portfolio in emerging technology sectors. Trends such as AI, remote work tools, and digital marketplaces will likely shape their investment focus. Their commitment to diversity and deep founder engagement positions them well to remain influential in early-stage venture capital. As the startup ecosystem evolves, Freestyle’s blend of operational insight and strategic support will be critical in helping seed-stage companies navigate growth challenges and achieve market leadership[1][3][6].

Sources

Frequently Asked Questions

Who founded Freestyle Capital?

Freestyle Capital was founded in 2009 by Josh Felser (Co-Founder).

Frequently Asked Questions

Who founded Freestyle Capital?

Freestyle Capital was founded in 2009 by Josh Felser (Co-Founder).

High-Level Overview

Origin Story

Core Differentiators

Founder-Operator DNA: Freestyle’s partners are serial founders who bring hands-on operational experience, enabling them to provide practical, founder-centric guidance.
Early-Stage Focus: One of the first firms to specialize exclusively in seed-stage investments, typically investing in 10-12 companies annually.
Diversity Commitment: Actively works to improve diversity in the startup ecosystem, with nearly 29% of current fund companies having a woman founder or co-founder.
Strong Network & Support: Provides deep engagement and strategic support beyond capital, including talent, business development, and technical resources.
Track Record: Early investments in category-defining companies like Airtable, Intercom, Patreon, and BetterUp demonstrate their ability to identify and nurture market leaders[1][3][4][6].