Sales Executive

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Hiring Remotely in US
Remote
Information Technology
Polly is the most trusted and complete digital insurance marketplace for automotive retailers and their valued customers
The Role
Sales Executive

Job Overview

Sales Executive

The Role

The Sales Executive plays a critical role in expanding Polly’s footprint by bringing new dealerships onto our platform and helping them integrate insurance into key points of the vehicle sales journey. As a core member of a fast-paced, high-growth sales team, you’ll translate the value of embedded insurance into real outcomes for dealers; more cars sold, higher customer satisfaction, and stronger store-level profitability.

You will own the sales cycle from lead qualification through close, working warm marketing-qualified leads while also building pipeline through outbound prospecting. Sales Executives at Polly are trusted advisors to our dealership partners. They understand dealer pain points, position our solutions with confidence, and ensure a smooth handoff to Dealer Success for onboarding and adoption. This role thrives on curiosity, grit, and the ability to make an impact quickly in a startup environment.

What You’ll Do

Drive Growth & Create Value

  • Promote Polly’s embedded insurance solutions with a focus on driving adoption and utilization across dealership partners.
  • Clearly communicate how insurance influences customer decisions during the car-buying journey, and how dealers can leverage Polly to improve profitability.

Consultative Customer Engagement

  • Conduct discovery meetings to understand dealer needs, workflows, and goals.
  • Deliver compelling demos and presentations that showcase how Polly solves real dealership challenges.
  • Handle objections with confidence and professionalism to advance deals through the funnel.

Business Development & Pipeline Ownership

  • Work marketing-qualified leads while also generating new opportunities through outbound prospecting.
  • Build strong relationships with dealer owners, GMs, and other key decision-makers.
  • Represent Polly as a brand ambassador

Sales Excellence & Operational Discipline

  • Maintain accurate and up-to-date activity, forecasting, and pipeline data in Salesforce.
  • Develop weekly and monthly plans to effectively manage sales funnel.
  • Consistently meet or exceed monthly, quarterly, and annual sales targets.

Cross-Functional Partnership

  • Partner closely with lead-generation teams to optimize lead quality and conversion.
  • Collaborate with Dealer Success to ensure smooth onboarding and long-term retention of new accounts.
  • Gather market and customer insights to help inform product enhancements and sales strategy.

What We’re Looking For

  • 5+ years of experience in insurance, automotive finance, digital retailing, or automotive SaaS sales.
  • Proven success managing the full sales lifecycle—prospecting through close.
  • Strong understanding of dealership operations, particularly Variable Ops and F&I processes.
  • Demonstrated ability to deliver polished demos, influence decision-makers, and build long-term partnerships.
  • Highly organized with strong CRM discipline, multitasking ability, and follow-through.
  • Energetic, self-driven, and motivated by startup-style growth and ownership.

Competencies That Drive Success

  • Situational Adaptability – Thrives in a fast-moving startup environment; able to adjust approach quickly based on dealer needs.
  • Communication Savvy – Excellent verbal and written skills with the ability to tailor messaging to diverse audiences.
  • Resilience – Maintains energy, optimism, and focus despite obstacles or shifting priorities.
  • Interpersonal Savvy – Builds rapport easily, reads social cues, and creates strong, trust-based relationships.

Work and Life Balance, We're Here For you

  • Medical, dental and vision insurance
  • HSA, FSA, Dependent Care FSA and Commuter pre-tax benefit
  • Paid Time Off and generous holiday time
  • Paid Parental leave + baby cash
  • Generous holiday time
  • Matching 401(k) contributions
  • Life & disability Insurance
  • Work from anywhere options

Polly is an equal opportunity employer, and all qualified applicants will receive

consideration for employment without regard to race, color, religion, gender, national origin, age, genetic information, creed, marital status, sexual orientation, gender identity, disability status, protected veteran status, or any other protected status asdefined by federal, state or local law.

ABOUT POLLY

Polly delivers unexpected value by embedding insurance into life's biggest purchases. As the leading embedded automotive insurance marketplace, Polly seamlessly integrates coverage options from 40+ insurance carriers into the automotive

buying experience at thousands of dealerships across the country, delivering savings to consumers when they need it most. With more than $11 billion in coverage placed, shoppers trust Polly for instant quotes, immediate coverage, and expert live agents. Experience the unexpected value of embedded auto insurance at Polly.co. Visit our career page: www.polly.co/careers .

Salary $60,000k - 125,000k

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The Company
HQ: Williston, VT
300 Employees
Year Founded: 2015

What We Do

Polly is the most trusted and complete digital insurance marketplace for automotive retailers and their valued customers. The company’s innovative mobile technology enables car-buyers to view multiple insurance quotes and immediately purchase online and/or connect with licensed insurance agents to complete the process. With an exclusive combination of partnerships among premier automotive retailers and data providers, an industry-best insurance carrier network, and access to Polly Insurance licensed agents, Polly is recognized for its place at the forefront of Insurtech. Polly Insurance is a licensed insurance agency, with licenses to operate in the lower 48 states.

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