Metromile is hiring a

Head of Customer Acquisition

San Francisco, United States

About us

Metromile is a start-up that is disrupting the $185 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.

About the role

The Head of Customer Acquisition is a high impact and high visibility role in the organization with the mandate to help transform the way that Metromile acquires customers. This person will manage a rapidly-growing budget and be responsible for developing innovative and impactful acquisition strategies across multiple digital channels including search, social, email, mobile, display and affiliate.  This person will optimize existing efforts, as well as identify new opportunities to utilize the evolving array of digital vehicles. The individual will partner with internal teams to deliver integrated campaigns to drive customer acquisition and lifetime value, while strengthening consumers’ relationships with the Metromile brand.  The role will report into the VP of Acquisition.

You will

  • Manage financial and operational performance of customer acquisition across all digital platforms.
  • Develop annual marketing plans including investment by digital channel and market segment.
  • Serve as an internal beacon of change and thought leader for the marketing team, pushing forward new ideas and creating a high-performance, digitally-oriented organization.
  • Identify new channels, products and offers to improve response rates and market penetration.
  • Evaluate marketing impact on eCommerce sales and call volume; leverage customer insights and marketing analytics to make real-time changes to positively impact business.
  • Partner with sales, product and engineering to link digital customer data with the call center to create a more consumer-centric and effective marketing strategy.
  • Design a world-class digital marketing team and populate with best-in-class talent well versed in digital, social and emerging channels.


  • Increase the total number of new customers (Policies in force)
  • Reduce the CPA (cost-per-acquisition) on new customers
  • Increase LTV of new subscribers (customer quality)
  • Establish and maintain confidence and trust of internal clients
  • Build, lead and develop an outstanding team

About you

The successful candidate will be a seasoned and innovative digital marketing executive who is best-in-class in terms of customer acquisition. This individual will have a track record of growing a large-scale B2C online business with a high customer service component and high volume. This person will have a deep understanding of customer lifetime value, recurring revenue and subscription-based business models. This person will also need to be nimble, creative and influential to evolve and push the business forward. In keeping with the Metromile culture, the ideal candidate should be high energy, driven, collaborative and thrive in a fast-paced environment. 

Performance and personal competencies required for the position:

Leadership and Influencing Skills: Accomplished leader with the ability to attract, lead, motivate and develop talent. Well-honed influencing skills and ability to persuade minds and get things done across a large, complex organization. Has excellent listening and cognitive skills and the ability to influence, shape and drive dialogue by building “buy-in” across the organization on topics relevant to the consumer, the market and business strategy. Ability to interact effectively across all functions. Leverages relationships to move digital agenda using conviction and tenacity.  A creative and entrepreneurial thinker who can inspire cultural change within a large department as well as throughout the organization as a whole.

Strategic and Analytical Thinking: Has sophisticated ability to assess disparate data streams and distill them into meaningful and, ultimately, actionable strategic recommendations. Translates data into focused insights and strategies. Poses questions that provoke different thinking about the business. Quickly sees hidden value and how to unlock it. Navigates confidently in ambiguous situations by balancing instinct with data.  Makes rapid course corrections when business conditions change; cuts losing initiatives. Is able to “deep dive” into the details of the business while staying focused on the big picture and not suffering from “analysis paralysis.”

Innovative Change Agent: Track record of pioneering and implementing new digital strategies.  Constructively challenges conventional wisdom or accepted ways of doing things.  Capitalizes on new trends and generates innovative strategies and approaches for addressing future scenarios. Not afraid to take risks.  Takes time to learn about and understand “the way things are done here” and then constructively challenges the conventional wisdom or accepted ways of doing things.  Communicates passion and energy, and makes arguments in a compelling manner.  Demonstrates intellectual nimbleness and analyzes problems from different points of view.  Makes sound, timely decisions based on adequate information; thinks on his/her feet.

Driving Results: Hands-on, agile and resourceful problem solver who drives for results in prioritized manner.  Sets dramatic, compelling goals and aggressive schedules for improvement. Pursues long-term visionary goals over time while delivering positive growth in the short-term. Translates the vision of the organization into actionable, quantitative plans. An entrepreneurial, self-starter who conveys a balanced sense of urgency, drives issues to closure, and gets things done.

Educational requirements: Undergraduate degree required; MBA or advanced degree 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 (trivia nights, skeeball, ropes course, etc)
  • Mac equipment and ergonomic work station, customized to your specs