Dawn Lepore – Startup Investor Profile

Dawn Lepore is the Chief Executive Officer at Lake Bay Partners. Her previous roles include Chairman, President & Chief Executive Officer at drugstore.com and various director positions at companies like Secure, Inc. and Servco Pacific, Inc. She has also been associated with The New York Times Co., eBay, Inc., and other companies. Dawn Lepore’s current positions include being a Director/Board Member at LOANDEPOT, INC. and ACCOLADE, INC. Her investments are primarily in retail. She is known for her leadership at drugstore.com and Prosper Marketplace, Inc. Dawn Lepore holds an undergraduate degree from Smith College.

Location: New York, NY

Country: United States of America

Investment Regions:

Investment Stages: pre-seed, seed

Website:

AI Reasoning: MarketScreener and related filings show Dawn Lepore had holdings and was active as a director with recent filings in 2025 – specifically loanDepot proxy and share holdings reported with valuation dates in Aug-Sep 2025. Additionally, Accolade board cessation news and proxy/Form 4 filings in Apr 2025 and Jul 2022 indicate recent corporate activity and transactions. The most recent investment/ownership-related activity is within the last 6 months, indicating very recent activity (less than 6 months since an investment/ownership change such as reported holdings and proxy statements in 2025). The startup/company involved: LOANDEPOT, INC.

Low Activity – Only known angel investments more than 12 months ago.

Active – Known angel investments between the last 12 and 6 months.

Very Active – Known angel investments in the last 6 months.