Senior Director, Sales Enablement

Be essential at Cars Commerce

At Cars Commerce, we’re fanatical about simplifying everything about car buying and selling. We do right by our customers and consumers to better connect the industry with simplified and tierless technology to enhance, measure and drive local automotive retail. Whether through our No.1 most recognized marketplace, Cars.com, our industry-leading digital experience, Dealer Inspire, our trade and appraisal technology, AccuTrade, or our new Cars Commerce Media Network, Cars Commerce is essential for success in the automotive industry.  

No one ever travels alone here: at its core, Cars Commerce is collaboration. In fact, it’s built into the very fabric of our shared values. We like to say we Rise Together – putting people at the center of what we do, from consumer to customer to community. Life at Cars Commerce makes it easy when we share the ethos to be Open to All, encouraging open-minded communication because we know diverse thinking yields better outcomes. But critical to our success is Caring to Challenge and Taking Ownership, fueling a competitive spirit in a respectful environment where we think about tomorrow but act today. At our foundation, we have integrity, Doing the Right Thing, even when it’s hard. It’s our shared commitment to these values that makes Cars Commerce a place where growth becomes not only possible, but downright unavoidable.

But don’t take our word for it. As a U.S. News & World Report Best Company to Work For in 2024, we're obsessive about the employee experience. We are among the top 20% being declared “Best” of our industry based on six critical factors that are important to employee wellbeing, like quality of pay, benefits, work life balance and more.

We are seeking a high-impact Senior Director of Sales Enablement to lead the design, execution, and optimization of enablement programs that support revenue growth across our portfolio. This strategic leader will elevate seller effectiveness by aligning training, content, and field readiness with buyer needs and company goals (again, across the product portfolio). You’ll serve as the bridge between sales, product, and marketing—ensuring our customer-facing teams are always prepared to win.

Key Responsibilities

• Set the enablement vision and strategy to support our multi-product go-to-market approach across different customer segments and sales roles.
   

• Build and lead a team that delivers world-class onboarding, training, and field readiness programs across all stages of the seller lifecycle.
   

• Oversee the development and maintenance of content ecosystems (e.g., playbooks, talk tracks, competitive positioning, objection handling) that are role- and solution-specific.
   

• Partner with Product, Product Marketing, and Sales Leadership to ensure consistent, buyer-aligned messaging and timely readiness for launches, changes, and market shifts.
   

• Own and optimize the sales enablement tech stack—including content delivery platforms, LMS systems, and conversation intelligence tools.
   

• Develop and track KPIs that measure the impact of enablement programs, including time to ramp, seller productivity, content engagement, and sales confidence.
   

• Act as a strategic advisor to senior sales leaders on rep capability development, market readiness, and evolving sales skills.
   

Qualifications

• 10+ years of experience in sales enablement, sales leadership, or GTM strategy roles; at least 3 years in a senior or director-level enablement position.
   

• Proven abi