We’re hiring a Business Development Representative (Chicago, IL) in Chicago, IL

Root is a car insurance company founded on the simple idea that people who drive well are less likely to get in accidents, and that means they should pay less for insurance. With a small initial venture capital investment, Root was faced with the challenge of building the entirety of the technology necessary to run a car insurance carrier from scratch. Through applying techniques to gain significant engineering leverage in the short-term without compromising long-term velocity, the engineering team at Root was able to deliver successfully, creating one of the fastest venture-backed companies to ever reach a billion-dollar valuation. 

We’ve been in business now for four years. In those four years, we have become the fastest-growing auto insurance company, on a % growth in premium basis. Our most recent round of funding valued us at $3.65B and brought our total VC funding to $523M. In the last year and a half, we have grown our team from 60 to 700.

Embrace the love of the problem.
Question the norm.
Tackle the tough challenges head-on.
Have the uncomfortable conversations.
Ask forgiveness rather than permission. 
Judge on the merits of work.
Celebrate ambitious teamwork.
Lead with empathy. 
Filter the temptation to do the obvious. 
Invest, don’t spend.
Empower the customer to solve.

Root has been rapidly growing for the last few years. Our early signs of success are in large part due to our unwavering standards in hiring. We recognize that our product is only as good as the people building it. We look for passionate problem solvers who can find solutions by moving through the cycle of ideation to implementation with curiosity and rigor. We work together as one team and expect every team member to lead with empathy and courage.

As a Business Development Representative, you will be a pioneer and a go-getter, seeking out new initiatives and clientele that are a perfect partnership for Root. As an active networker, you’ll be able to charm potential partners by phone, email, in person, on the streets, or by Morse code. You’ll be comfortable being scrappy, uncovering innovative and creative ways to build new relationships across the business spectrum.

You love the thrill of the chase, the desire to push boundaries and try new ideas, taking meaningful and measured risks to create long-lasting, significant relationships, while working closely with our awesome team of product engineers to build out our SaaS enterprise.

Root is a high-growth startup, that is championing real change in the car insurance market by using the power of tech to improve driving habits making our roads safer, while simultaneously saving our customers money. Our team is going to grow fast, so if you’re comfortable with change, ambiguity, and rapid movement, we’d love you to join us and steer Root forward to the next stage of our journey.

Reports to: General Manager of Enterprise

Onsite and full-time only


  • Ability to innovatively research new partners and identify unique opportunities pertaining to the growth of Root’s SaaS Product
  • Secure new partnerships via numerous outbound communication methods
  • Effectively track and summarize pipeline movement to appropriate stakeholders
  • Develop and maintain good relationships during the BD process, maintaining regular, pertinent, and helpful contact with the prospect throughout the process to close
  • Utilize savviness and versatility to effectively execute unique plans of attack when prospecting and creating partnerships
  • Support General Manager of Enterprise in any and all business needs


  • 2+ years of proven relevant experience
  • Skilled in new business development, including identifying key players in the market and effective outbound outreach
  • Confidence in dealing with partners and clients at all levels
  • Excellent written and verbal communication skills
  • Excellent internal and external rapport builder/people skills, establishing strong relationships
  • Good understanding of Software as a Service (SaaS) products
  • Familiarity with using CRM software
  • Thrive in a dynamic, fast-paced, collaborative startup environment
  • Passionate, self-motivated, tenacious, and driven

Get in touch

Finding the right people to help us build Root is a top priority. Whether you would like to explore the possibility of working together or simply learn more about the position, we’d love to hear from you!

Apply now

Current job openings

Customer Service
Corporate Dev & Strategy
Data Science

If you’d like to be a part of what we are building but don’t see an opening that suits you, email us at [email protected].