Director, Commercial Sales

About Checkr
Checkr is building the data platform to power safe and fair decisions. Established in 2014 Checkrs innovative technology and robust data platform help customers assess risk and ensure safety and compliance to build trusted workplaces and communities. Checkr has over 100000 customers including DoorDash Coinbase Lyft Instacart and Airtable.

Were a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on Forbes CloudList and is a Y Combinator 2024 Breakthrough Company.

The Director of Commercial Sales will be responsible for driving sustained revenue growth and customer expansion within Checkrs Commercial segment (employee size). This leader will oversee a team of high-performing Senior Managers & Commercial Account Executives who focus on both new customer acquisition and expansion within existing accounts.

Reporting to the VP of Sales this leader will play a critical role in scaling Checkrs go-to-market strategy for the Commercial segment accelerating growth through strong execution data-driven decision making and cross-functional collaboration. The Director will foster a culture of performance accountability and continuous improvement centered on customer value and partnership.

What Youll Do

• Develop and execute the strategy to accelerate Commercial revenue growth through new logo acquisition.
• Lead and empower 3 Commercial Sales Managers and a growing organization of 26 Commercial Account Executives to achieve quota goals accelerate career development and foster a culture of high performance and engagement.
• Partner cross-functionally with Marketing Product and Revenue Operations to align pipeline generation product positioning and sales enablement.
• Establish scalable sales processes forecasting rigor and performance metrics to ensure predictable repeatable success.
• Drive operational excellence and continuously improve systems tools and workflows to maximize sales productivity and efficiency.
• Build trusted relationships with customers helping them understand the value of Checkrs platform and how it supports their business goals.
• Collaborate with internal stakeholders to represent the voice of the customer and inform product roadmap decisions.
• Partner with Enablement to deliver world-class onboarding training and ongoing development programs for the Commercial sales team.
• Contribute to broader Sales leadership discussions on strategy planning and talent development across the Revenue organization.
• Lead with empathy and accountability while modeling Checkrs values of Grit Ownership Transparency Humility and Connection to build an inclusive growth-oriented culture.

Key Functional Competencies

• New Logo Prospecting & Demand Generation
• Objection Handling & Value-Based Selling
• Business & Industry Acumen
• Value Discovery & ROI Positioning
• Account Team & Executive Alignment
• Forecasting & Pipeline Management
• Operational Excellence
• Strategic Communication & Influence

What You Bring

• 7 years of progressive sales leadership experience including 3 years in second-line leadership roles overseeing Commercial or Mid-Market teams and driving growth in a SaaS or consumption-based revenue model.
• Experience building and sustaining a culture of outbound demand generation focused on proactive prospecting strong pipeline creation and cross-functional collaboration with Marketing.
• Proven record of leading teams to exceed revenue targets and build repeatable scalable sales processes.
• Deep understanding of full-cycle sales from lead generation through multi-stakeholder negotiations and expansion.
• Strong business acumen with experience managing complex multi-solution sales motions.
• Excellent cross-functional collaboration skills with Marketing Product Customer Success and Finance.
• Demonstrated ability to lead through change navigate ambiguity and motivate teams in a fast-paced environment.
• Passion for developing talent and fostering inclusive high-performing teams.
• Exceptional communication and executive presence with the ability to influence at all levels.
• Enthusiastic willingness to travel up to 25%.

Required Skills

• Strategic sales planning and execution in a growth-stage environment
• Driving proactive outbound demand generation
• Skilled in forecasting pipeline management and data-driven decision making
• Proven ability to manage competing priorities and maintain focus under pressure
• Exceptional written and verbal communication
• Self-starter with strong ownership and results orientation

What youll get

• A fast-paced and collaborative environment
• Learning and development allowance
• Competitive cash and equity compensation and opportunity for advancement
• 100% medical dental and vision coverage
• Up to $25K reimbursement for fertility adoption and parental planning services
• Flexible PTO policy
• Monthly wellness stipend home office stipend

At Checkr we believe a hybrid work environment strengthens collaboration drives innovation and encourages connection. Our hub locations are Denver CO San Francisco CA and Santiago Chile. Individuals are expected to work from the office 2 to 3 days a week. Starting January 2026 hub-based employees will be expected to work from the office 3 days per -office perks are provided such as lunch four times a week a commuter stipend and an abundance of snacks and beverages.

Equal Employment Opportunities at Checkr
Checkr is committed to building the best product and company which requires hiring talented and qualified individuals with a diverse set of perspectives and lived experiences. Checkr believes in hiring people of all backgrounds including those whose histories are impacted by the justice system in accordance with local state and/or federal laws including the San Franciscos Fair Chance Ordinance.

*Legitimate Checkr emails will always include our official domain name after the @ symbol (e.g. ).