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Jenny
Lefcourt

Partner

Jenny_029_655x660@2x
Jenny is an entrepreneur, operator, board member, advisor, and investor in tech for over 25 years.

Jenny is a General Partner at Freestyle. After graduating from Wharton undergrad and working as a CPA in NYC, Jenny became disillusioned with corporate life. She quit her job, backpacked around the world for a year, and landed in Palo Alto. She worked at a consumer software company where she launched its Internet division (yes, it was 1997!) and lived through its IPO. This experience got her hooked on the Valley way – combining big ideas, smart people, hard work, and a little bit of luck – and great things will ensue.

She then went to Stanford business school, but dropped out after her first year to co-found her first company, WeddingChannel.com (acquired: XOXO), aggregating gift registries of all the major retailers, and after that, Bella Pictures (acquired: CPI). She later angel invested in, consulted for, and/or advised great entrepreneurs and companies such as Discord, Minted, MainStreetHub, and others before joining Freestyle.

She loves what she does at Freestyle which is meeting with incredible entrepreneurs on a daily basis and hustling alongside her portfolio companies. She also gets tremendous joy from being a founding and board member of All Raise, a non-profit dedicated to increasing diversity in tech.

During her time offline, she loves to spend time with her husband, three kids, and their puppy. She also hikes, travels, scuba dives, reads loads of non-fiction, and spends time with people who broaden her view of the world and make her laugh (preferably, a lot!)

Jenny’s Testimonials

Alexi Robichaux
“Working with Jenny and the Freestyle team has been one of the most rewarding parts of building BetterUp. They take the time to learn deeply about what makes your business special and where they can add value based on that understanding. The balance of being seasoned operators, experienced investors, and all-around amazing human beings, continues to provide me with a lifeline of everything from fundraising advice, to inspiration when things get tough, as they inevitably do when building a company. I can’t recommend Freestyle enough.”
Alexi Robichaux Founder, BetterUp
Amit-Sharma-Narvar
“Jenny played a critical role in enabling Narvar to establish a new category. She was actively involved in multiple areas of the business including go-to-market, fundraising, and hiring. It was always fun to get Jenny engaged regardless of whether we were fighting fires or celebrating business wins. I would raise money from Jenny in a heartbeat!”
Amit Sharma Founder, Narvar
Kwindla_Nina_Daily
“From our first conversation with Jenny, it was clear she was the investor we needed to work with to grow Daily. She's experienced, knowledgeable, creative, challenging, and high-conviction. From that initial meeting, through leading our Seed Round, to introducing us 18 months later to the firm that led our Series B, Jenny has been an incredibly valuable partner to us as founders.”
Kwindla Hultman Kramer & Nina Kuruvilla Co-Founders, Daily
Guillaume_de_Zwirek
“Jenny is thorough & disciplined in her deal diligence – do whatever it takes for the opp to work with her! As an investor, Jenny is supportive yet radically candid & will unearth every blindspot. As a mentor, I've found her to be a master communicator who has had the single most influence on my development as a manager, recruiter, sales rep, & CEO.”
Guillaume de Zwirek Founder, WELL Health