Hiring: Escalations Account Executive Company: CarGurus Location: Boston, MA Job Posted Time: 2026-09-03 11:11:37 Employment Type: Contract / Hybrid Target Skills & Keywords : SaaS, Salesforce, Segment About the job Required Skills: •High Volume Revenue Recapture: Own and manage the end to end sales cycle to win back and re-sign former small independent dealerships through consistent outbound outreach. •Internal Sales Team Collaboration: Build and maintain positive relationships with internal sales teams to quickly gather historical account insights and coordinate an effective outreach strategy. •Structured Sales Execution: Deliver clear, ROI selling presentations designed to overcome common objections, address past dissatisfaction, and re-establish the value of CarGurus solutions. •Contract Negotiation: Lead straightforward financial negotiations with small business owners and general managers to maximize re-won Monthly Recurring Revenue (MRR). •Pipeline and Performance Management: Maintain a consistent and active pipeline of opportunities, ensuring exceptional CRM hygiene while moving small business accounts efficiently through the sales funnel to meet or exceed monthly sales goals. •Activity Tracking and Forecasting: Maintain meticulous records of daily sales outreach while delivering accurate monthly forecasts on re-won revenue within the independent dealership segment. •Competitive Awareness: Maintain a strong understanding of competitor offerings to effectively counter objections and position CarGurus as the premier digital marketing partner. Qualifications: •Inside Sales Track Record: Successful experience in a high activity inside sales or transactional SaaS environment, with a proven ability to manage a high volume sales funnel. •Exceptional Organizational Skills: Strong time management capabilities with the ability to prioritize tasks and remain highly productive in a fast paced sales setting. •Resilience and Stamina: A strong work ethic with the dedication to execute high volume outreach daily and maintain high energy across numerous sales conversations. •Internal Relationship Building: Good interpersonal skills with the ability to collaborate effectively with internal sales and support teams. •Overcoming Objections: Ability to confidently handle pushback, re-engage past small business clients, and guide them to a closed sale. •Sales Tech Proficiency: High proficiency in Salesforce and modern sales outreach tools, utilizing data to manage a large pipeline efficiently. •Results Driven Mindset: A strong sense of personal accountability for meeting sales targets, balanced with professional integrity and a competitive drive to succeed. •The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles. •Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training. •This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs). Compensation: •$74,000 - $92,000 / year Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!