Director of Operations
Checkr
About Checkr
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 DoorDash, 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.
About Truework
Truework, recently acquired by Checkr, provides access to crucial employment, income, and asset information needed for mortgage loans, apartment rentals, background checks, and more. We are disrupting a $5B+ industry, dominated by legacy incumbents and outdated processes, with a better product and intense customer focus. Within Checkr, Truework operates independently, allowing rapid iteration while also being able to leverage the strengths and assets from our core business. Think of it like joining a startup within a startup!
About the Role
As the Director of Operations, you will lead Truework's entire operations organization—the engine that powers our verification and customer experience. You'll oversee an ~80 person team across verification operations (onshore and offshore) and customer support, delivering world-class service while driving operational excellence, efficiency, and quality at scale.
You'll operate as a startup operations leader within the larger Checkr organization, with significant autonomy to build and scale Truework's operations while leveraging Checkr's resources and infrastructure. You'll partner closely with Product, Engineering, Customer Success, and Sales to ensure operations is both a strategic partner and a reliable execution engine. This role requires both strategic vision and hands-on execution—you'll define the operational roadmap while also rolling up your sleeves to optimize processes, coach teams, and solve problems in real-time. This role will require periodic travel (<25%)
Responsibilities
- Define and execute operational strategy for Truework's verification and support operations, aligning with company growth targets and customer commitments
- Build and lead operations organization of ~80 people including 20 onshore verification specialists, 50 offshore verification specialists, and 8 person support team
- Own operational P&L including cost structure, efficiency metrics, and resource allocation across onshore and offshore teams
- Manage BPO vendor relationships including performance management, contract negotiations, expansion planning, and quality oversight for Philippines operations
- Drive automation and AI initiatives to reduce manual effort, improve quality, and scale efficiently—from GenAI-powered tools to workflow optimization
- Optimize end-to-end operations metrics including TAT, quality, CSAT, cost per verification, and operational efficiency
- Partner with Product/Engineering to prioritize operational tooling, automation capabilities, and platform improvements
- Scale capacity rapidly for major customer launches and seasonal volume fluctuations while maintaining quality and compliance
- Implement performance management systems with clear metrics, coaching frameworks, and career development pathways
What You Bring
- 10+ years operations experience in high-volume, high-accuracy service delivery (BPO, verification services, financial services, or similar)
- 5+ years in leadership roles managing teams of 50+ people including managing through team leads or managers
- Required: Deep BPO and offshore operations expertise, including vendor management and multi-site operations
- Required: Verification or financial services background—experience with employment verification, income verification, mortgage operations, or similar highly regulated operations
- Outbound calling operations experience with understanding of contact center metrics, dialer technology, and B2B calling strategies
- Proven track record scaling operations through high-growth phases (2-3x volume growth) while maintaining quality
- Experience as startup operations leader—comfortable with ambiguity, rapid change, and building processes from scratch
- Strategic and execution-focused: thinks 2-3 years ahead while delivering flawlessly today
- P&L and business acumen: understands unit economics, cost structure, and financial impact of operational decisions
- Technology forward: comfortable with automation, AI/GenAI tools, APIs, and operational systems; partners effectively with engineering
- Data-driven decision making: leverages analytics, A/B testing, and metrics to identify problems and measure impact
What You Get
- A fast-paced and collaborative environment
- Learning and development allowance
- Competitive compensation and opportunity for advancement
- 100% medical, dental and vision coverage
- Unlimited PTO policy, Monthly wellness stipend
Pay Transparency Disclosure
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 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.
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 week. In-office perks are provided, such as lunch four 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.
*Legitimate Checkr emails will always include our official domain name after the @ symbol (e.g., name@checkr.com or name@ext.checkr.com).