Director of Commercial Sales, Checkr
$289-423k
OTE
Salary dependent on location
Travel up to 25%
2-3 days a week in office
Automated background checks
Be an early applicant
Automated background checks
1001+ employees
Be an early applicant
$289-423k
OTE
Salary dependent on location
Travel up to 25%
2-3 days a week in office
1001+ employees
Company mission
To build a fairer future by designing technology to create opportunities for all.
Role
Who you are
- 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 the job involves
- 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
- 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
- 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
Our take
Checkr addresses the unpleasant and time consuming process of background checks so that companies using on-demand employees can make safer, more informed hiring decisions in less time. Background checks are a critical part of the hiring process, and CEO Daniel Yannisse noticed that they were painfully slow, resulting in loss of work for candidates and productivity downturns for employers.
Before Checkr entered the market in 2014 with its innovative AI technology and a solid $50m in venture capital funding, companies were waiting upwards of two weeks for their checks. Checkr substantially reduces this time frame and has grown to receive a $5 billion valuation.
Checkr has accelerated growth by making several highly advantageous acquisitions of competitor companies GoodHire and Inflection. As the world of work embraces diversity and inclusion, the company announced an end-to-end service for candidates wishing to expunge their criminal records, furthering the company’s ‘fair chance’ mission and clearing 1000s of candidates for free since 2021. New products launched at the end of 2023 include Checkr Pay (providing access to payment right after a shift) and Checkr Onboard (unified onboarding processes), exemplifying how Checkr is keeping pace with a rapidly changing, flexible, and mobile-first workforce.
Freddie
Company Specialist at Welcome to the Jungle
Insights
18% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Sep 2021
$250m
SERIES E
Sep 2019
$160m
SERIES D
Total funding: $555.7m
Company benefits
- Parental leave
- Stock optoins
- Work from home opportunities
- Comprehensive Health Plans | We cover 100% of insurance premiums and offer generous parental and family leave
- Competitive Compensation | We offer competitive salaries and meaningful equity
- A Variety of Food and Snacks | Our culinary team serves a rotating menu for lunch each day, along with unlimited snacks and drinks
- Wellness Programs | We invest in the holistic well-being of every team member through education reimbursements, onsite massages, and physical therapy
- Flexible Paid Time Off | We want you to take the time you need to relax and recharge
- Fitness and Public Transport Reimbursement | We’ll cover your commute and help you stay active with our onsite gym or fitness provider of choice
Company HQ
Financial District, San Francisco, CA
Leadership
Jonathan Perichon
(CTO)After an MSc in Computer Science, Jonathan worked as a Software Engineer at Mogreet and deliv for a combined year and a half. He co-founded Checkr in May 2014, serving as CTO since.
Daniel Yanisse
(CEO)Daniel worked as a Software Engineer at Mogreet and Deliv before co-founding Checkr.
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