Metromile is hiring an

Executive Assistant

San Francisco, United States

About us

Metromile is a start-up that is disrupting the $220 billion car insurance market by offering an entirely new model where the monthly bill is based on miles driven, paired with a smart driving app. Our product marries engineering and data science to deliver mobile technology, automotive telematics, and data-driven applications to make a car's data accessible and useful to modern drivers, including street sweeping alerts, trip stats, decoded check-engine lights, and car location. We aim to make car ownership as simple and affordable as it can be.


You could think of us as the David to the auto insurance industry's Goliath.  Buckle up and get ready to drive with Metromile.


We're proud to say that Metromile is named Glassdoor's #1 Best Place to Work in 2017 Employees Choice.


About the role

Metromile is seeking an engaging and dynamic Executive Assistant to support the C-level executives. You will be responsible for a multitude of tasks, ad-hoc projects and complex scheduling including travel and expense management. While acting as a gatekeeper, you will prep each executive for their upcoming meetings and help them manage their time effectively. You will partner with the executives to facilitate communication across their teams making them as effective and efficient as possible while ensuring company and executive priorities are being met. The ideal candidate will be self-driven and able to work with minimal oversight and guidance.


You will

  • Proactively manage the day-to-day needs of the executives (specifically the VP of Product, Product Enterprise, and Engineering) to ensure they are prepared and organized for all internal and external meetings and events; for example: calendar management, booking travel, presentation preparation, errands, one-off projects, and meeting preparation
  • Attend meetings as necessary, capture major takeaways, and work with the team to ensure appropriate follow-up
  • Prioritize conflicting demands; handle matters efficiently, and follow through on projects to successful completion
  • Partner with Recruiting to accommodate candidate interviews with executives
  • Maintain confidence and protect operations by keeping information confidential
  • Provide occasional support for the other members of the executive team
  • Provide coverage and fill in for other Executive Assistants as needed
  • Resolve administrative problems by coordinating preparation of reports, analyzing data, and identifying solutions
  • Plan events such as team off-sites, team building activities and company kick-offs including content gathering and consolidation


About You:

  • Prepared for anything. You are always thinking one step ahead and strive to go above and beyond what is asked of you.
  • Driven. You love being busy, and put in hard work to complete tasks.
  • Organized. You have a system that has been working for you for years.
  • Solutions oriented. When identifying a problem, you’re already considering a number of creative solutions.
  • Naturally curious. You're innovative,  creative and always asking questions to learn more.
  • Independent, but a Team Player. You can operate well independently with little guidance or direction, but can also work well with a team.
  • Budget conscious. You care about spending and can be resourceful.



  • 3+ years of experience supporting C-level executives
  • Strong communication skills both written and verbal
  • High level of discernment and judgment
  • Excellent organization, creative thinking, and analytical skills
  • High-level clerical and administrative skills
  • Ability to maintain extreme confidentiality in all business matters
  • Experience managing multiple time sensitive projects from conception to completion
  • Strong computer skills, including strong understanding of Google Apps and advanced or expert proficiency with MS Office Suite

Nice to Have:

  • Experience in a startup environment preferred


What’s in it for you

  • Competitive salary plus equity
  • Benefits (health, dental, vision)
  • Transportation and gym benefits
  • Catered lunches and a fully stocked kitchen
  • In office happy hour every Friday
  • Monthly social events
  • Mac equipment and ergonomic workstation.


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