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Current Role:
Lake Bay Partners
Past Role:
CEO & Chairman,
Vice Chairman, Charles Schwab
Exec. Management
Team Building
User Acq. & Engagement

eCom & Marketplaces

Dawn Lepore

Dawn Lepore is an advisor to GoodRx. Dawn most recently was CEO and Chairman of the Board of, inc., a leading online retailer of health, beauty, and wellness products, which she led from 2004 until its sale to Walgreens in 2011. Dawn also served as the former Interim Chief Executive Officer at Prosper Marketplace, Inc., a peer-to-peer lending marketplace from March 2012 to January 2013.

Prior to joining, Dawn held leadership positions at Charles Schwab, an investment services firm that provides brokerage, banking and investment related services to consumers and businesses. In Dawn’s 21 years with Schwab, Dawn held a variety of roles. Dawn served as Vice Chairman of technology, operations, administration, strategy and active trader, was Chief Information Officer, a member of Schwab’s executive committee and a trustee of SchwabFunds.

Dawn serves on the boards of directors of Real Networks, Inc., and TJX Companies, Inc., AOL Inc. and Dawn previously served on the board of directors of eBay Inc. from 1999 to January 2013, The New York Times Company from 2008 to 2011 and, inc. from 2004 to 2011 and Wal-Mart Stores, Inc..

Dawn brings to the Board extensive experience, expertise and background in internet commerce and information technology gained from her roles at Schwab and background in building and operating online businesses gained from her service as Chief Executive Officer and Chairman of the Board of, inc.

Dawn holds a B.A. Degree from Smith College.

WIN Teams:
  • Marketplaces / eCommerce

Jeremy Schneider

Managing Director
jJeremy Schneider joined WIN as a Senior Associate in January, 2011. In October 2016, he was promoted to Managing Director. Prior to WIN, Jeremy was a Senior Associate Consultant at Bain & Company in San Francisco, where he focused on technology companies and worked in the Private Equity Group. He graduated Summa Cum Laude, Phi Beta Kappa from Dartmouth College, where he majored in History. He has a Master’s degree in Economic and Social History from The University of Oxford, where he was a Clarendon Scholar. Jeremy grew up in the Bay Area and is thrilled to have the opportunity to work closely with entrepreneurs and to immerse himself in the world of start-ups.

Dena Porter

Business Operations Manager

WINteamHeadshotsDPDena brings more than a decade of ‘behind-the-scenes’ productivity and organizational knowledge to the fast-flowing stream of information and infrastructure at WIN. She has held positions in Silicon Valley start-ups fusionOne and Baynote and has teamed with Maynard for years at eBay, LiveOps and now WIN. Dena is fascinated by all things technology keeping her in tune with WIN’s existing and prospective portfolio companies.