# Dawn Lepore

> Dawn Lepore is a seed investor at AOL (San Francisco) backing SaaS, Rental and Fashion. See 5 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [AOL](https://shizune.co/investors/profile/aol)
- Location: San Francisco, United States
- Total investments: 5
- Last investment: Jun 2019
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/dawn-lepore-77140b1/
- X (Twitter): http://twitter.com/DawnLepore

Dawn Lepore is an advisor to GoodRx.Dawn most recently was CEO and Chairman of the Board of drugstore.com, 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-peerlending marketplace from March 2012 to January 2013. Prior to joining drugstore.com, Dawn held leadership positions at The Charles Schwab Company, 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., Coupons.com and TJX Companies, Inc., AOL Inc. and Decide.com.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 drugstore.com, 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 drugstore.com, inc. She also brings public company board experience gained from her service as a board member of Real Networks, Inc., Coupons.com Incorporated and TJX Companies, Inc., eBay Inc., The New York Times Company and drugstore.com, inc.Dawn holds a B.A. Degree from Smith College.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| SaaS | 1 | 20% |
| Rental | 1 | 20% |
| Fashion | 1 | 20% |
| Medical | 1 | 20% |
| Women's | 1 | 20% |

16 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 2 | 40% |
| Series A | 1 | 20% |
| Funding Round | 1 | 20% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Armoire | Armoire is a clothing rental service, enabling customers to borrow contemporary women's clothing and swap anytime. It is the modern woman's life-hack to shopping, offering clothes ranging from blouses to jumpsuits and dresses to denim. The company also sells clothes online.The company was founded in 2016 and based in Seattle,Washington. | $2.1M |  | Jun 12, 2019 |  |
| Armoire | Armoire is a clothing rental service, enabling customers to borrow contemporary women's clothing and swap anytime. It is the modern woman's life-hack to shopping, offering clothes ranging from blouses to jumpsuits and dresses to denim. The company also sells clothes online.The company was founded in 2016 and based in Seattle,Washington. | $3M |  | Oct 25, 2018 |  |
| Amperity | Amperity’s mission is to help people use data to serve the customer. They are revolutionizing the way companies connect, identify, and understand their customers by leveraging artificial intelligence to deliver a truly comprehensive and actionable Customer 360. This view improves marketing performance, fuels accurate customer insights, and enablesworld-class customer experiences. With Amperity, technical teams are freed from endless integration and data management, and business teams have direct access to the comprehensive data they need to build long-term customer loyalty and drive growth. Amperity serves many of the world’s most loved brands, including Alaska Airlines, Starbucks, The Gap Inc, Moët Hennessy USA, Wynn Resorts, Kendra Scott, Lucky Brand, Planet Fitness, Seattle Sounders, Stanley, and many more. | $9M | Series A | Feb 05, 2016 |  |
| Anthology | Anthology is an anonymous talent marketplace. We believe the world would be a better place if everyone were in their best fitting job all the time. | $750K | Seed | Apr 15, 2015 |  |
| GoodRx | GoodRx is the first and only prescription drug price comparison tool created for consumers with prices from pharmacies nationwide. GoodRx's founders are seasoned technology executives who were early employees at Facebook, Yahoo and other successful companies. | $1.5M | Seed | Nov 01, 2011 |  |

5 of 5 investments shown.

## Co-investors
- [Founders' Co-op](https://shizune.co/investors/profile/founders-co-op) — VC Fund, 1 deal together
- [Founders Fund](https://shizune.co/investors/profile/founders-fund) — VC Fund, 1 deal together
- [GGV Capital](https://shizune.co/investors/profile/ggv-capital) — VC Fund, 1 deal together
- [Highland Capital Partners](https://shizune.co/investors/profile/highland-capital-partners) — VC Fund, 1 deal together
- [Hyde Park Venture Partners](https://shizune.co/investors/profile/hyde-park-venture-partners) — VC Fund, 1 deal together
- [Lerer Hippeau](https://shizune.co/investors/profile/lerer-ventures) — VC Fund, 1 deal together

## About AOL

VC Fund · New York, United States

AOL Lifestream is a web-based application that enables users to keep track of all their comments on social networking sites. AOL users can publish their statuses, reply to comments on networking sites from their Lifestream tab, and more. It was founded in 1985 and headquartered in New York, United States

5 contacts available at AOL.

| Name | Title | Profile |
| --- | --- | --- |
| Abbi Jacobson | Artist | https://shizune.co/investors/profile/abbi-jacobson |
| Albert Micheal | Senior Android Engineer | https://shizune.co/investors/profile/albert-micheal |
| Dawn Lepore | Member of the Board of Directors | https://shizune.co/investors/profile/dawn-lepore |
| Michael Manos | Senior Vice President; Technologies | https://shizune.co/investors/profile/michael-manos |
| Samuel Kim | Senior Manager, Consumer Analytics & Research | https://shizune.co/investors/profile/samuel-kim-2 |

## Similar investors

### Similar stage
- [Antler](https://shizune.co/investors/profile/antler-be9c) — VC Fund
- [Alumni Ventures](https://shizune.co/investors/profile/alumni-ventures-group) — VC Fund
- [Right Side Capital Management](https://shizune.co/investors/profile/right-side-capital-management) — VC Fund

## FAQ

### What does Dawn Lepore invest in?

Dawn Lepore invests primarily in SaaS, Rental and Fashion startups, most often at Seed and Series A stage. Most of the 5 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did Dawn Lepore last invest?

The most recent investment recorded for Dawn Lepore closed in Jun 2019. Shizune tracks 5 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

### Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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