Freestyle Capital

Freestyle Capital

Venture Capital and Private Equity Principals

San Francisco, CA 2,960 followers

Freestyle is an early-stage VC with $565M+ AUM & investments in 125+ tech co's like Airtable, Patreon & BetterUp

About us

Freestyle is an early-stage venture capital firm with over $565M AUM and investments in over 130 technology companies including Airtable, Intercom, Patreon, and BetterUp. General Partners David Samuel and Jenny Lefcourt are serial entrepreneurs and business operators with more than 25 years of technology experience. Freestyle was founded in 2009, being one of the first firms to specialize exclusively on seed-stage companies, be composed of founders turned VCs, and proactively work to improve diversity in the industry.

Website
http://freestyle.vc/
Industry
Venture Capital and Private Equity Principals
Company size
2-10 employees
Headquarters
San Francisco, CA
Type
Partnership
Founded
2009

Locations

Employees at Freestyle Capital

Updates

  • So thrilled to welcome new partner Maria (Brewer) Palma to the Freestyle team!!

    View profile for Maria (Brewer) Palma, graphic

    General Partner at Freestyle Capital

    Delighted to announce I’ve joined Freestyle Capital! After advising founders on choosing the right VC, it was a unique & fun experience to turn the tables and choose a VC for myself in a new geo. I wanted a place where: (1) I respected/liked the people & was excited to learn from them (2) The firm had a strong track record & stellar reputation with the best founders (3) The platform would enable me to excel at early stage investing After meeting some phenomenal people in venture these past few months, Freestyle was the clear home for me: (1) Jenny and Dave have both been founders themselves and each bring a unique perspective to this craft, but I’m not the only one who thinks they are special. What I appreciated about them was echoed back to me from their founders, whether it was “Jenny’s candor” making someone better or “Dave’s wisdom and experience” helping a founder through a difficult time. One founder put it succinctly, “great investors and great people.” (2) The firm has an incredible track record and has invested in some category-defining companies such as Airtable, Patreon, BetterUp & Intercom. Their DPI (cash returns) is top quartile & decile–increasingly rare these days. A founder’s time is a scarce resource. I was blown away both by what founders said about Freestyle, but also the sheer volume of high profile founders who were ready to drop everything at a moment’s notice to tell me how fantastic Freestyle was. As an early-stage only fund, every investment we do really matters to the fund, and you feel that as a founder. Much of the time great founders do their thing and we get out of their way, but when it gets messy and really hard, as it so often does, it’s helpful to have someone there who really cares and didn’t invest in you as an option ticket for future rounds. As someone who was recently called a “pitbull in their corner” by one of my founders, I like to be at a firm where you can build this type of relationship and work incredibly hard for your companies when they need it. As a generalist investor, I’ll meet founders from any sector & geo (US/Europe), but I’m diving deeper currently here: -AI Payments – next Paypal for agents -Code Gen - directly, but also 2nd/3rd order implications for engineers -Models Outside Language – anything requiring its own dataset (hard sciences - atoms not bits) -AI-First Tech Stack – the new tech stack AI first companies get built on -Physical Meets AI – robotics or offline applications of AI -Future of Compute – from photonic interconnects to quantum, anything that step changes how we compute -Enterprise Urgent - against this backdrop, anything an enterprise will actually rush through procurement instead of POC &I then drop Excited to work with Joshua Gilbert, Maria Ramona Hannigan & David Bill! THANKS to Sonali De Rycker Luca Bocchio Joanna Rupp,CFA Matt Auxier, CFA Enrique Sarap Semil Shah Taylor Greene Ed Zimmerman David York & Chad Byers who made my transition smooth & enjoyable!

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  • Freestyle Capital reposted this

    View profile for Madeline Hung, graphic

    Co-Founder and CEO, Castle

    At Castle, our mission is to help millions of homeowners save time and money on their homes. Want to hit the ground running with us in 2025? 🏃🏻♀️🏃🏻♀️🏃🏻♀️ We’re looking for a Growth Lead to help us scale in the new year! https://bit.ly/41Fj6BZ More about the opportunity: Castle will be dramatically expanding our payments functionality and growing beyond our beta in 2025. With that, we are looking for a scrappy, results-driven problem solver who can lead both Castle’s D2C and B2B2C distribution strategies. Ideally, this person should be experienced with both SEO/SEM/social/performance marketing and also be comfortable brokering channel partnerships with contractors, insurers, lenders and utilities — you will cover a lot of ground! We’re looking for a player coach who’s not afraid of the 0→1 but around whom we can eventually build our growth team. Prior experience in residential real estate or with home brands/services is preferred but not required. Housing affordability is a major problem in the U.S. At Castle, we believe that homeowners deserve better data when it comes to managing their biggest asset. That’s why we’re building payments infrastructure for the largest consumer category in the U.S. — to help people automate, consolidate, and reduce their spend. Join us to help the 80 million+ homeowners in America transform their homes into Castles. 🏡 🏰 🚀 Hugo Van Vuuren David Samuel Maria Ramona Hannigan Ali Partovi Suzanne Xie Claire Blood-Cheney Brent Willess Amanda Herson David Frankel Wan Li Zhu Diana S. Carly Joos John Stanton Evan Jaysane-Darr Allen Gannett Wesley Barrow Jennifer Lum Megan Dent Jim Keller Barak Kaufman Anna Nickerson

    Careers

    Careers

    getcastle.com

  • Freestyle Capital reposted this

    Our biggest milestone yet: Yardzen has joined Oldcastle APG! Our mission has always been to help people live better outside. And in getting to know Tim Ortman and Jenny Nail, I could tell that Oldcastle—the leading manufacturer of all of the building materials that go into a backyard—shares it. Sometimes the fit is obvious. Cheers to the next chapter of Yardzen's growth and innovation in helping homeowners design and build beautiful, functional outdoor living spaces.

  • Freestyle Capital reposted this

    View profile for Madeline Hung, graphic

    Co-Founder and CEO, Castle

    Thanks everyone for helping spread the word about our open roles at Castle. We’ve been blown away by the number of incredible candidates who have reached out in just the last two weeks! One step closer to helping millions of homeowners save time and money. 🏡 💸 Next up, we’re looking for a Product Operations & Compliance Analyst: https://bit.ly/3VuMdnF More about the opportunity: Castle will be dramatically expanding our payments functionality in 2025. With that, we are looking for a dynamic, detail oriented team member who will work on the front lines to ensure that Castle customers have both an exceptional product experience and are protected from fraud and other illegal activity. The Product Operations & Compliance Analyst goes far beyond the typical customer success job description by bridging our product, customer support, and compliance functions. This role would be an excellent fit for those with compliance experience looking to gain additional exposure to product, or those with a customer support background looking to dive deep into payments and risk. You will become a subject matter expert in both residential real estate/homes and fintech/financial services and will play a critical role in helping shape Castle’s risk model. Technical candidates with coding experience are also strongly encouraged to apply given the opportunity to build and implement internal tools to automate many of Castle’s manual processes. Housing affordability is a major problem in the U.S. At Castle, we believe that homeowners deserve better data when it comes to managing their biggest asset. That’s why we’re building payments infrastructure for the largest consumer category in the U.S. — to help people automate, consolidate, and reduce their spend. Join us to help the 80 million+ homeowners in America transform their homes into Castles. 🏡 🏰 🚀 David Samuel Ali Partovi Suzanne Xie Claire Blood-Cheney Brent Willess Hugo Van Vuuren Allen Gannett Barak Kaufman Elliot Cohen Wesley Barrow Robyn Scott Schuyler Laird Jennifer Lum

    Careers

    Careers

    getcastle.com

  • Excited to share that Yardzen has been acquired by Oldcastle APG! 👏 👏 👏

  • Freestyle Capital reposted this

    When it comes to financial verification, 100 doesn’t take chances. Our platform connects with the industry’s most extensive network of banks and financial institutions, validating bank statements at the source to ensure accuracy and stop fraud in its tracks. If it’s not legit, it doesn’t get through. Fraud may be evolving, but so are we. #NoBullNovember #FinancialIntegrity #PropTechSecurity #KeepIt100

  • Freestyle Capital reposted this

    View profile for David Samuel, graphic

    Founding General Partner at Freestyle.vc

    Building the Largest database of Waste is an important invention. Once we know what is coming out of our bodies, we can know better about what is happening inside them …

  • Freestyle Capital reposted this

    View profile for Madeline Hung, graphic

    Co-Founder and CEO, Castle

    We have some exciting months ahead at Castle and WE ARE HIRING! First off, I’m hiring a Chief of Staff: http://bit.ly/3Z4BB1e A little more about the role: We're looking for someone super high agency who is excited to work closely with me across all areas of the company including Product, Ops, Legal, and Growth. To give you an idea, that means everything from helping run our search, interview, and onboarding process for our next five hires, to overseeing our public product launch, to organizing our quarterly off sites. This role is especially relevant to those interested, or with a background in, residential real estate/homes and fintech/financial services. You will become a subject matter expert in both. For aspiring founders out there — this is a pretty unique opportunity to acquire a broad range of skills that will serve you when you start your own company. About as close as you can get to being in the CEO seat yourself (while still getting paid!). Whether or not you eventually decide to start your own company, this is an opportunity to meaningfully accelerate our company trajectory while giving you exposure to a wide range of experiences and super high density skill-building so you can figure out exactly what you want to do next (including staying on at Castle in any number of positions). Housing affordability is a major problem in the U.S. At Castle, we believe that homeowners deserve better data when it comes to managing their biggest asset. That’s why we’re building payments infrastructure for the largest consumer category in the U.S. — to help people automate, consolidate, and reduce their spend. Join us to help the 80 million+ homeowners in America transform their homes into Castles. 🏡 🏰 🚀 David Samuel Maria Ramona Hannigan Ali Partovi Suzanne Xie David Frankel Amanda Herson Wan Li Zhu Diana S. John Stanton Evan Jaysane-Darr Hugo Van Vuuren Hilah (Almog) Stahl Rose Wang Nina Hooper Anna Nickerson Julia Huang Zoe Perret Tara Sandhu Brian Scherer Jeffrey Kuhn

  • Freestyle Capital reposted this

    View profile for Gordon Hempton, graphic

    CEO @ FullContext.ai | Building AI-powered agents

    🚀 Ever wondered if AI could help actually book meetings for you? Now, it can! AI is reshaping organizations at every level, but the solutions out there usually fall into two extremes: black-box agents (AI SDRs) or simple copilots and prompts. The problem? Black boxes often fall short, and simple chat-based copilots don’t create the kind of deep value teams really need. At FullContext, we’re building a platform that fuses human creativity with AI’s unique agency to handle complex workflows. It’s a new era where AI doesn’t just assist but amplifies what your team can do. And we’re just getting started. #AI #Innovation #SalesEnablement #Automation #FullContext

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