Director, Enterprise Sales


  • Location
    • San Francisco
  • Date Posted
  • 02 Apr 2020
  • Function
  • Sales
  • Sector
  • Fintech

About us

Metromile is the leading pay-per-mile car insurance company in the U.S. We’re disrupting a $250 billion auto insurance category by offering an entirely new type of insurance that charges customers based on the miles they drive. We believe paying for what you use is more fair and more affordable. With pay-per-mile car insurance, low-mileage drivers see huge savings. We also believe in the power of data science and machine learning to make car insurance better and less complicated.

We're proud to say that Metromile has been named on Glassdoor's Best Place to Work in their 2018 Employees' Choice Awards list for the second year in a row!

About the role

Metromile recently launched a new B2B business venture, Metromile Enterprise, to license its proprietary AI platform to insurance companies in the US and across the globe. We are looking for a Director of Enterprise Sales to accelerate revenue growth of this new venture.

Successful candidates should know how to build customer relationships at all levels, present to / communicate with customers at different stages of the sales process, develop materials for sales meetings, manage a sales pipeline, and assist with scoping/contract development. This role needs to communicate effectively across multiple departments and customers, have the ability to shift gears at a moment's notice and enjoy the challenges of executing on a sales strategy and exceeding quota for a new business venture. If this sounds like a challenge you would enjoy learning more about—we want to hear from you!

You Will

  • Own the entire sales cycle from lead to close, with support from leadership team
  • Establish lasting relationships with senior executives and key decision-makers
  • Help educate customers on the value of Metromile Enterprise throughout the adoption cycle, including communicating pricing options, implementation plans, and contract terms
  • Develop and execute on creative strategies to build pipeline, accelerate sales cycles and optimize revenue
  • Work with internal Metromile Enterprise stakeholders to assess feasibility, timelines, etc.
  • Requires U.S. and international travel.

About You:

  • Prior success (5+ years) selling large enterprise software deals to P&C insurance carriers at the CXO level
  • A track record of setting and achieving ambitious goals
  • The desire to build and be part of a great culture and a winning team
  • A track record of deep P&C insurance relationships
  • Superior presentation and negotiation skills

Nice to Haves:

Prior experience selling *claims* technology to P&C insurance carriers

What’s in it for you

  • Competitive salary plus aggressive commission structure
  • Robust benefit options (health, dental, vision, 401K)
  • Commuter and well-being benefits
  • Generous parental leave
  • Catered lunches and a fully stocked kitchen
  • Monthly social events (Movies, game nights, park days, etc.)
  • Mac equipment and adjustable workstations
  • Metromile is an Equal Opportunity-Affirmative Action Employer – Minority / Female / Disability / Veteran / Gender Identity / Sexual Orientation.
  • Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.