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Carrie Dolan Joins Metromile as Chief Financial Officer

We are excited to announce that Carrie Dolan has joined Metromile as our Chief Financial Officer. With decades of strategic financial experience and a proven track record of scaling high-growth consumer brands, we’re excited to have her here to help drive Metromile’s next stage of growth.


Carrie comes to us from Lending Club, where as CFO she helped scale the company, increasing annual revenue by over 7000% during her 6-year tenure. Joining Metromile is a natural next step as our mission closely aligns to how Lending Club transformed the banking industry, using technology and data to offer better rates for borrowers. Here at Metromile, we use data and technology to more efficiently underwrite risk and process claims, providing low-mileage drivers with affordable premiums and better service.

Prior to Lending Club, Carrie spent 10 years at Charles Schwab & Co, where she was Senior Vice President and Treasurer, as well as CFO, Schwab Bank, which she helped launch in 2003. Early in her career, she held various financial positions at Chevron where she launched the Chevron Credit Bank, which offered proprietary credit cards, eventually serving on its board of directors as CFO. She holds both a bachelor’s degree in business and an MBA from UC Berkeley Haas School of Business.

In addition to her professional successes, Carrie has received several industry accolades. She’s been named one of the Most Powerful Woman in Finance by American Banker, featured in the San Francisco Business Times Forever Influential List, and recognized as the Financial Woman of the Year by The Financial Women of San Francisco for her commitment to her profession, service to community and support for the advancement of women.

In addition this important hire, Metromile also announced four recent promotions that further support our growth initiatives: James Moorhead to Chief Operating Officer, Sean Griswold to Chief Customer Officer, Katy Allen to VP of Business Development and Jason Foucher to VP of Insurance Product. We’re really kicking things into high gear, so stay tuned to see what we have planned next!

Welcome to Metromile’s New San Francisco Digs

We are finally all settled into our new San Francisco home and ready to show it off. Thanks to our friends at Geremia Design, we were able to transform an empty industrial space into a warm, open office with ample lounge areas and conference rooms. All with a Metromile touch to really make it our own!

New Metromile office

Photo: Cesar Rubio


Just like our customers, the majority of the SF Metromilers use public transit to get to work, so it was important to find a location convenient to multiple bus stops and train stations. And of course, it also needed to be easy to bike to. We were able to find a location that satisfied these requirements (bike racks and all!) and had a special surprise: a futuristic-looking facade that changes color at night.

New Metromile office

One of our goals at Metromile is to shake up the age-old insurance industry, so we wanted our interior office decor to reflect just that. This inspired us to include a few nods to old-school automobiles, but with a twist. We have a small antique car with a plant growing in it, a coffee table that doubles as a matchbox car display, a rearview mirror art installation and a conference room table that sits on car pistons.

New Metromile office

We wanted to tip our hat to our friends in the Tempe office, so we installed a large mural of a Route 66-esque road in the southwest. Other murals around the office invoke themes of travel, serving as reminders that Metromile is road trip friendly (our customers aren’t charged for driving over 250 miles each day) and motivation to get out on the open road. In other efforts to unite our fellow co-workers across the country, all of our offices (SF, Tempe and Boston) have conference rooms named after automobile influencers.

New Metromile office

One of the most important parts of the new office is the open kitchen that is large enough for the whole company to assemble in. No matter how big we grow, it’s always important that we can gather in one place to share and celebrate company successes. Or to start a friendly nerf-gun fight. During our office-warming party, it was a great place for guests to mingle with each other, and we expect to see many occasions like this in the future!