Senior Sales Trainer

Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we're the largest and fastest-growing automotive marketplace, and we've been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus-our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role Overview
CarGurus is seeking a strategic and results-driven Senior Sales Trainer to elevate sales productivity and performance across the UK and Canada markets. Reporting to the Associate Manager, Revenue Enablement, this role is critical in driving regional success while aligning with the global best practices of CarGurus' "Center of Excellence."
The Senior Sales Trainer will lead the design, delivery, and optimization of tailored training, coaching, and enablement programs, empowering sales teams to achieve their full potential. This role requires a unique blend of analytical insight, sales expertise, and the ability to develop localized solutions that address market-specific challenges while supporting organizational objectives. If you are passionate about improving sales performance and creating lasting impact, we want to hear from you.
What you'll do

• Coaching: Design and deliver tailored 1:1 and group coaching sessions to address core sales skills and process improvements. Train teams on soft skills such as discovery, resilience, active listening, and communication to improve overall effectiveness.
• International Program Design: Localize global enablement programs to meet regional needs while maintaining alignment with organizational standards.
  Skills Certification: Implement onboarding and certification programs to ramp new hires and ensure continuous skill enhancement.
  Data-Drive Impact: Analyze CRM and sales data to identify trends, risks, and opportunities, turning insights into action. Foster team engagement through success tracking and sales competitions.
• Collaborate: Partner with regional sales, marketing, and product teams to address skill gaps and maximize program adoption.
• Champion organizational growth: Foster a culture of continuous improvement through clear communication, collaboration, and structured feedback.

What you'll bring

• 5+ years of experience in sales enablement, coaching, or training, with proven success in driving measurable results.
• Experience in a quota-carrying sales role in a technology or B2B environment is highly preferred.
• Strong understanding of sales processes, operations, and methodologies
• Exceptional communication, presentation, and data analysis skills; Proficiency with enablement tools and platforms (e.g., LMS, CMS, CRM) preferred.
• Highly organized, self-motivated, and capable of managing multiple priorities in a fast-paced environment.

Working at CarGurus
We reward our Gurus' curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential-starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That's why we hope you'll apply even if you don't check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid