Sr. Principal Customer Success Manager

Overview

Checkr is building the data platform to power safe and fair decisions. Established in 2014, Checkr’s innovative technology and robust data platform help customers assess risk and ensure safety and compliance to build trusted workplaces and communities. Checkr has over 100,000 customers including Door Dash, Coinbase, Lyft, Instacart, and Airtable.

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 Senior Principal Customer Success Manager
, you will be the lead advocate and strategic architect for Checkr’s most complex and highest-value partnerships. You will sit on our Strategic Accounts team, managing a select portfolio of our largest, household-name clients. You will work as part of a customer success team responsible for driving product adoption, growth, value, and partnership with our largest customers.

• Drive Customer Success:
  Develop a deep understanding of Checkr's products and strategically apply them to customer programs, ensuring alignment with their goals and driving positive business outcomes.
• Proactive Engagement and Planning:
  Lead a regular engagement cadence with customers and provide thought leadership and planning to optimize their use of Checkr's products and maximize their success.
• Executive Engagement:
  Lead Business Reviews and presentations that articulate product value, ROI, and future state.
• Build Trusted Partnerships:
  Cultivate strong, trust-based relationships with customers at all levels, acting as a strategic advisor and advocate for their needs.
• Champion the Voice of the Customer:
  Gather and synthesize customer feedback, effectively communicating it to internal teams (Product, Engineering, etc.) to drive product improvements and innovation.
• Facilitate Internal
  
  Collaboration:
  
  Collaborate seamlessly with internal stakeholders (Sales, Support, Engineering, Product, and Executives) to ensure customer goals are met, provide visibility into customer health, and escalate issues as needed.
• Account Health & Retention:
  Proactively identify potential risks within complex organizations—such as leadership changes or shifting business priorities—and develop plans to ensure long-term stability and retention.
• Support Account Growth:
  Partner with Account Management to identify and assist with expansion opportunities that arise naturally from strong customer relationships and successful product implementation.

• 8-10 years of Customer Success or Account Management experience with a proven track record of managing high-value (multi-million dollar) accounts.
• Skilled at navigating organizations to maintain and expand relationships at all levels.
• Strong written and verbal communication skills, with the ability to present complex technical or regulatory topics to executive audiences clearly and professionally.
• Bias toward action and ability to extend influence to drive action without direct authority.
• A solid understanding of the mechanics of account growth and renewals within the strategic segment.
• Experience in a B2B software technology company. HR tech industry experience is a plus.
• Familiarity with applications like Salesforce, Google Apps, and basic analytics using tools like Google Sheets and Looker.
• Willing to travel domestically up to 20% as needed for customer-facing or internal team meetings.
• A solid understanding of the mechanics of account growth and renewals within the strategic segment.

• 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

One of Checkr’s core values is Transparency. To live by that value, we’ve made the decision to disclose salary ranges in all of our job postings. 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…