Staff Operations AI Engineer

What You Bring

• Required Experience
• 5-7+ years in automation platforms, integration architecture, or AI-enabled operations
• Deep expertise in API design, OAuth/token-based authentication, webhooks, and event-driven systems
• Proven experience building reliable automation workflows with observability, retries, and failure handling
• Strong JavaScript and Python expertise for backend logic, scripting, and internal tooling
• Solid SQL experience for data transformation, validation, and operational analytics (Snowflake a plus)
• Advanced comfort with JSON, schemas, and data normalization for LLM and automation use cases
• Hands-on experience running LLM-powered agents or automations in production, including guardrails and output validation, with proven experience in prompt engineering frameworks
• Familiarity with integrating with CRM and support systems (e.g., Salesforce, Zendesk)
• 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
• Systems & Architecture
• Track record designing end-to-end integration architectures across multiple platforms
• Ability to translate complex operational needs into scalable, maintainable technical systems
• Experience in anticipating API changes, schema drift, and downstream impacts in production environments
• Mindset & Leadership
• Systems thinker who understands how data, automation, and AI interact across the stack
• Strong sense of ownership and commitment to building reliable, testable, observable systems
• High bar for engineering rigor, with sound judgment around AI safety, governance, and compliance
• Clear communicator who collaborates effectively across technical and non-technical partners
• Role model of Checkr’s values; mentors others and contributes to a healthy, inclusive team culture
• Nice-to-Have Experience
• Direct experience with Tray.io / Make / Zapier / UiPath
• Programming experience in Python
• Snowflake specifically (vs strong SQL generally)
• Salesforce or Zendesk integrations
• Front-end UI widgets / embeds
• Prior work in operations technology specifically (vs platform, infra, or product engineering)
• 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.
• 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.
• Legitimate Checkr emails will always include our official domain name after the @ symbol (e.g., name@checkr.com or name@ext.checkr.com ).