20VC: Why Every Founder Should Bootstrap Their Startup, How To Solve Information Asymmetry Between Founders and VCs & Living In A Cupboard For Two Years To Fund StyleSeat with Melody McCloskey, Founder & CEO @ StyleSeat

Posted on 31st March 2017 by Harry

FullSizeRender (9)

Melody McCloskey is the Founder & CEO @ StyleSeat, the largest and fastest growing marketplace in the $78b beauty and wellness industry. They have raised over $40m in challenging funding conditions from some of the true greats of the business including Alfred Lin @ Sequoia, Chris Sacca, Jeff Clavier, Aileen Lee, Lightspeed, the list goes on. As for Melody, as well as running StyleSeat she is also a mentor for the Thiel Fellowship working with some of the brightest and best next generation entrepreneurs.


In Today’s Episode You Will Learn:

1.) What was the origin story of StyleSeat for Melody and how did Travis Kalanick and Garrett Camp come to be angel investors?

2.) Melody has previously stated that ‘CEOs do not have all the answers’. What did Melody find most challenging that she struggled to answer? How has her approach to decision making and delegation changed over the last few years?

3.) Melody has been CEO for 6 years, a rarity in tech today, so what has been the core to her success long term as the leader of StyleSeat?

4.) With $40m in funding over 3 rounds, how did Melody find the fundraising experience? How did she feel the rounds differed? What does Melody believe she did well and what would she improve for further rounds?

5.) How does Melody approach transparency internally with fundraising? Should founders tell the team about fundraise opportunities? When is the right and wrong time to do so?

Items Mentioned In Today’s Show:

Melody’s Fave Book: Hard Thing About Hard Things

As always you can follow Harry, The Twenty Minute VC and Melody on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

Foundersuite makes the leading CRM for raising startup capital. Since March of 2016, Foundersuite customers have raised over $130M in seed and venture capital. Foundersuite’s CRM sits on a database of over 50,000 investors, which will help you quickly populate your fundraising funnel including a beautiful and easy-to-use investor update tool, and the recently launched a new portal that helps investors and accelerators track their portfolio companies on a single dashboard. For a whopping 40% off a Monthly or Annual subscription use the code “20MinuteVC” at checkout.

Greenhouse Software designs tools that help companies hire great people and ultimately build better businesses. Greenhouse works with over 1,500 of the world’s most innovative companies such as Airbnb, Slack, Snap Inc. and Lyft. A wrong hire is not only costly for a company but can also turn an employee into an unhappy one. With Greenhouse’s Applicant Tracking System, companies can make well-informed decisions and hire qualified candidates who are empowered to do the best work of their careers. Anybody who has a company that’s scaling quickly but has trouble hiring and retaining the right people. Visit www.greenhouse.io today to discover how your company can grow.

Want the latest 20VC insights?

Get all of the insights from of our latest epsiodes and more in our monthly newsletter. All venture, no spam.