Ken Pilot


Ken Pilot Ventures

Ken Pilot is a seasoned Retail executive with operating experience consisting of C-level roles at Gap Inc., J Crew, Ralph Lauren, American Eagle and ABC Carpet and Home.  He was the co-founder and CEO of RobotGalaxy and has an advisory practice that focuses on advancing direct to consumer methodology through technology and use of space. Ken is also a board member of Dormify.

Over the past eight years Ken has invested in and served as operating partner of various technology companies with a primary focus on Retail Stores, E-Commerce and Retail Operations. As part of his relationships with founders, he has provided key introductions to Retail industry leaders, strategically positioning each platform relative to the needs of the brand. Ken has also launched a Podcast, The Retail Pilot: Leaders and Legends with guests such as Mickey Drexler, Steve Madden, Dave Powers (Deckers), Janet Hayes (Crate & Barrel), Sharon Leite (Ideal Image) and Christiane Pendarvis (Savage x Fenty).

Ken’s Retail experience and knowledge of technology allow him to work with companies and determine the best use of technology to improve the customer and associate experience. He works effectively with entrepreneurs and C-level executives, having developed an ability to translate technology into useful, profitable applications. Ken has advised and/or invested in Burrow, Koio, Lionesque group and the Lead. Ken is a licensed real estate associate with KSR and is a strategic partner to Graj+Gustavsen.

Ken graduated from Colgate University, majoring in History and Art History. He resides in New York City with his wife and his dog, Crash, and has three grown children. Ken is a fitness enthusiast and landscaper as well as a former marathoner and Captain of the Colgate Tennis team.