Director of Customer Success

Checkr, Inc.; Colorado; Hybrid; USD 190,000 - 270,000; Full time

Benefits offered by this job

Medical, dental, vision coverage

Learning & development allowance

Equity compensation

Relocation stipend

Flexible PTO

Wellness stipend

Job summary

Checkr is seeking a Director of Strategic Customer Success to lead a 5-person team handling Checkr's largest clients. You will align senior client relationships with cross-functional partners to optimize value realization, retention, and revenue growth.

You will coach leaders, drive strategy, and ensure operational excellence across a complex portfolio, traveling up to 25% for customer engagements and team meetings.

Qualifications

• 10+ years in Customer Success, Account Management, or related roles with at least 6 years in a leadership role.
• Demonstrated ability to simplify and solve complex problems using data and analytics.
• Excellent written and verbal communication, able to engage executive leaders.

Responsibilities

• Lead and develop a high-performing team of Customer Success Managers.
• Oversee strategic customer relationships at SVP/VP/Director levels.
• Drive customer success strategy to maximize value, satisfaction, and retention.
• Collaborate with Sales, Product, Engineering, Support, and execs to improve outcomes.
• Monitor performance metrics, manage resources, and promote best practices.
• Identify and pursue account expansion opportunities with Account Management.

Skills

Leadership

Problem Solving

Communication

Integrity & Inclusion

Passion & Drive

Travel Readiness

Action Orientation

Job description

About Checkr

Checkr is building the data platform to power safe and fair decisions. Over 140,000 companies and millions of people rely on Checkr for AI verification in the moments that matter most: getting a new job, a new place to live, a car ride, childcare, even a date. Customers include Uber, Pennymac, Airbnb, Doordash, and Anthropic.

We’re a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company .

As a Director of Checkr’s Strategic Customer Success team, you will lead a team of 5 experienced Customer Success Managers who are assigned to Checkr’s largest and most complex clients. You will be responsible for delivering exceptional value realization, fostering strong, executive-level customer relationships, and ensuring a delightful customer experience. This role reports to the Senior Director of Customer Success.

You will be accountable for achieving ambitious account goals, enhancing operational efficiency, and providing exceptional leadership and mentorship to your team members. You will collaborate closely with cross-functional professionals who thrive on collaboration, grit, and continuous learning. Your leadership will be vital in maintaining a culture of excellence, acting with integrity and transparency, and serving as a trusted advisor to your team and our customers. You will ensure the overall health and success of Checkr’s most strategic accounts, contributing to logo retention, gross dollar retention, and net revenue per check.

What you’ll do

• Lead and develop a high-performing team: Recruit, mentor, and manage a team of experienced Customer Success Managers, fostering their professional growth, encouraging decentralized decision-making, and ensuring they have the tools and support to excel in a complex strategic environment.
• Oversee strategic customer relationships: Ensure strategic alignment with customers, acting as an escalation point for critical issues and fostering strong, trust-based partnerships at SVP, VP, and Director levels within customer organizations.
• Drive customer success strategy: Develop and implement strategies to maximize customer value realization, satisfaction, and retention across your portfolio. You will look beyond specific challenges to identify and address systemic improvement opportunities.
• Collaborate cross-functionally: Partner with Sales, Account Management, Product, Engineering, Support, and Executive teams to advocate for customer needs, share information openly, and drive continuous improvement in our products and services.
• Achieve operational excellence: Monitor team performance metrics, manage resources effectively, and ensure adherence to best practices while encouraging innovation and simplification in all processes.
• Facilitate account expansion: Collaborate closely with Account Management to identify and pursue account growth and expansion opportunities, aligning with customer goals and delivering additional value.

What you bring

• Experience and Leadership: At least 10 years of experience in Customer Success, Account Management, or related roles, with a minimum of 6 years in a leadership or managerial position, preferably within the HR-Tech or consumptive SaaS markets.
• Problem solving: Demonstrated ability to simplify and solve complex problems using critical thinking, creative approaches, and structure. You are proficient in using data and analytics to solve problems, identify systemic issues, and drive performance improvements.
• Communication: Excellent written and verbal communication skills, able to articulate complex concepts clearly, adapt your communication style to different audiences, including executive leaders, and remain approachable.
• Integrity and Inclusion: Known for candor, transparency, and treating everyone with respect. You work well with different backgrounds, identities, values, and cultures.
• Passion and Drive: Inspire others with your drive for excellence, maintain a tenacious and optimistic attitude, and care deeply about winning and your teammates.
• Willingness to travel: Ability to travel domestically up to 25% for customer engagements and team meetings.
• An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes.

Pay Transparency Disclosure

We use geographic cost of labor as an input to develop ranges for our roles and as such, each location where we hire may have a different range. If this role is remote, we have listed the top to the bottom of the possible range, but we will specify the target range for an exact location when you are selected for a recruiting discussion. For more information on our compensation philosophy, see our website.

On-target Earnings OR Base Salary range (San Francisco, CA)

$233,000 - $274,000 USD

On-target Earnings OR Base Salary range (Denver, CO)

$197,000 - $232,000 USD

On-target Earnings OR Base Salary range (Nashville, TN)

$179,000 - $211,000 USD

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

At Checkr, we believe an in office work environment strengthens collaboration, drives innovation, and encourages connection. Our hub locations are Denver, CO; San Francisco, CA; Nashville, TN; and Santiago, Chile. Individuals are expected to work from the office 3+ days a week. In-office perks are provided, such as lunch five times a week, a commuter stipend, and an abundance of snacks and beverages. A relocation stipend may be available for those willing to relocate to a Checkr hub location.

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 Francisco’s Fair Chance Ordinance.

Applicant Privacy Policy

If you are a California resident or are located in Alberta or British Columbia, our Applicant Privacy Policy applies to our collection and processing of your personal information when you apply for a role with us or otherwise participate in our recruitment process.

For applicants in Massachusetts:

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.