Director, Commercial Sales, Checkr

Checkr

Location:
United States, Denver ▼
San Francisco

Category:
Sales

Contract Type:
Employment contract

Salary:

Not provided

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Job Description:

The Director of Commercial Sales will be responsible for driving sustained revenue growth and customer expansion within Checkr’s Commercial segment (500–5,000 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 Checkr’s 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.

Job Responsibility:

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 Checkr’s 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 Checkr’s values of Grit, Ownership, Transparency, Humility, and Connection to build an inclusive, growth-oriented culture

Requirements:

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%
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 we offer:

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
in-office perks such as lunch four times a week, a commuter stipend, and an abundance of snacks and beverages

Additional Information:

Job Posted:
October 18, 2025

Employment Type:

Fulltime

Work Type:

Hybrid work

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Director, Commercial Sales