Account Executive - Fairfield, CT

Cars Commerce

$118K — $148K *
US-AnywhereRemote in Connecticut, US
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-10+ years of progressive B2B sales experience in media, digital advertising, marketing SaaS, or automotive solutions.
  • Proven record of achieving quotas, with specific attainment figures and rankings available on request.
  • Strong Salesforce proficiency and commitment to CRM hygiene, including regular updates and pipeline reviews.
  • Excellent communication and presentation skills, with the ability to engage clients effectively during sales presentations.
  • Experience in solutions selling with a structured methodology like Sandler or Challenger preferred.
  • Solid understanding of pipeline management and sales metrics.

Responsibilities

  • Serve as the main contact for clients, enhancing customer success and retention.
  • Sell and upsell products/services to existing customers through regular visits in assigned territory.
  • Implement sales strategies, identifying upsell opportunities and demonstrating product expertise.
  • Manage sales pipeline rigorously, ensuring data integrity and accurate forecasting in Salesforce.
  • Travel extensively within the territory (75% of the time) to meet customers in person.
  • Collaborate with internal teams to maximize customer value and service.
  • Prepare reports that deliver meaningful insights and value to clients.

Benefits

  • Medical, Dental & Vision Healthcare Plans.
  • New Hire Stipend for Home Office Set-Up.
  • Generous PTO, including paid holidays and floating holidays.
  • Dedicated days for volunteering and recharging.
Full Job Description
Field Sales Account Executive

Candidates must reside within the assigned territory (Litchfield, New Haven, & Westchester Counties) and be able to travel by car for face-to-face visits with existing and prospective customers.

Cars Commerce is looking for a driven, disciplined Account Executive who embodies our DRIVE values: Disciplined, Results-Proven, an Interconnected Solution Seller, Voraciously Hungry, and Earning-Motivated. This is a field-based, quota-carrying role for a seasoned seller who runs their book like a business and is unapologetically motivated to win and earn.

What You'll Do
  • Act as the primary point of contact for Cars Commerce customers, focusing on ongoing customer success, retention, and growth.
  • Sell products and services to existing customers. Maintain relationships through regular in-person visits within an assigned geographic territory. Respond to client inquiries and recommend appropriate products and services.
  • Execute sales strategy, identify and close upsell opportunities. Prepare reports and deliver insights that communicate measurable value to customers. Demonstrate expertise in Cars Commerce products, services, and the digital automotive marketplace.
  • Manage pipeline with discipline - maintain daily Salesforce hygiene, track pipeline coverage ratios, forecast accurately, and apply a structured sales methodology at every stage.
  • Travel (primarily driving but occasional flights) at least 75% of the time within the assigned territory for face-to-face customer engagement.
  • Partner across selling and servicing roles at Cars Commerce to ensure customers receive maximum value from the Cars Commerce Platform.


What We're Looking For: The DRIVE Profile

Every successful Cars Commerce AE embodies all five dimensions of DRIVE:

D - Disciplined: Pipeline rigor, Salesforce hygiene, forecasting accuracy, and use of structured sales methodology

R - Results-Proven: Consistent, multi-year quota attainment - backed by specific numbers, deal sizes, and rankings

I - Interconnected Solution Seller: Media/digital advertising or SaaS background; comfortable owning SMB and mid-market accounts

V - Voraciously Hungry: Grit, tenacity, and fire - personal ownership of outcomes, self-driven activity beyond what's required

E - Earning-Motivated: Financial drive is the engine - unapologetically money-motivated with a preference for uncapped commission

Qualifications

  • Excellent planning and solutions-selling experience with a structured, repeatable methodology - Sandler, Challenger, SPIN, or Consultative Selling.
  • Motivated and comfortable working remotely from a home office as well as from the road and field.
  • Ability to conduct in-depth sales presentations including product demonstrations that highlight key benefits, ROI, and the value of our solutions.
  • Proven persuasion and negotiation skills, with the tenacity to re-engage stalled deals and push through friction.
  • Experience in the automotive space or digital marketplace strongly preferred.
  • Excellent communication, presentation, and customer relationship-building skills.
  • Strong business acumen - knows their pipeline coverage ratio, conversion rates by stage, and forecast accuracy.


Requirements

  • 5-10+ years of progressive B2B sales experience with a media, digital advertising, marketing SaaS, or automotive solutions background.
  • Proven, multi-year quota attainment record - candidates must be prepared to share specific quota figures, attainment percentages, and team/regional rankings.
  • Demonstrated Salesforce proficiency with strong CRM hygiene habits; daily updates and pipeline reviews are the norm, not the exception.
  • Demonstrated track record of consistent quota attainment and a continuous, competitive drive to win.
  • Experience selling advertising or complex SaaS/software solutions to business leaders in SMB or mid-market segments.
  • Bachelor's degree or equivalent experience.
  • Financially motivated with a preference for uncapped, accelerated commission structures over high-base/low-variable plans.


In this spirit of pay transparency, we are excited to share the compensation for this role. The range is expressed as total target compensation (base salary + variable). If you are hired at Cars Commerce, your total target compensation will be determined based on factors such as skills and/or experience. If the range is close to what you're seeking, then we encourage you to apply and learn more about the total compensation package and benefits for this position.

Total Target Compensation Range

$118,600.00-148,250.00

Our Comprehensive Benefits Package includes:
  • Medical, Dental & Vision Healthcare Plans
  • New Hire Stipend for Home Office Set-Up
  • Generous PTO
  • Paid Holidays, Floating Holiday, Volunteer Day, Recharge Day


Learn more about our Benefits, Perks, & Culture on our LinkedIn Life Pages!

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