Checkr, Inc. · 7 hours ago
Staff Operations AI Engineer
Denver, CO
Full-time
Hybrid
Senior Level, Lead/Staff
$150K/yr - $176K/yr
7+ years expCheckr is building a data platform to power safe and fair decisions, serving over 100,000 customers. They are seeking a Staff Operations AI Engineer to architect and refine intelligent systems that enhance AI-driven operations, focusing on integrations, workflows, and data structures.
Artificial Intelligence (AI)Developer APIsHuman ResourcesLegal TechMachine Learning
Responsibilities
Design and own the integration architecture that enables AI Agents to operate safely and reliably across Checkr systems and third-party platforms
Build production-grade API integrations with secure authentication flows, webhook and event-driven patterns, and robust automation workflows that coordinate actions across tools like Zendesk, Salesforce, and internal services
Ensure AI-driven operations are resilient through strong error handling, retries, observability, and fallback mechanisms
Proactively identify integration gaps, system bottlenecks, and failure modes, and lead the technical solutions that improve reliability and scale
Build and maintain the technical foundations that power AI-driven workflows, including structured data pipelines, normalized schemas, and predictable JSON inputs for LLMs
Write high-quality JavaScript and SQL to support automation logic, internal tooling, and operational insights
Establish engineering standards for workflow design, code quality, and system observability
Communicate architecture clearly through documentation and diagrams, and serve as a technical authority across teams to ensure consistent, high-quality execution
Implement guardrails, validation rules, and safety checks that ensure AI Agents act responsibly and accurately in production
Evaluate model output quality and continuously refine prompts, transformations, and logic to improve consistency, reliability, and trust in AI-driven decisions
Qualification
Required
7+ years in systems engineering, 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/or 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
Formal experience in prompt engineering frameworks
Familiarity with integrating with CRM and support systems (e.g., Salesforce, Zendesk)
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
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
Preferred
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)
Benefits
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
Company
Checkr, Inc.
Checkr is the data platform that powers safe and fair decisions.
501-1000 employees
H1B Sponsorship
Checkr, Inc. has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (14)
2024 (17)
2023 (19)
2022 (24)
2021 (14)
2020 (6)
Funding
Current Stage
Late StageTotal Funding
$740.1MKey Investors
Durable Capital PartnersT. Rowe PriceY Combinator
2025-05-16Undisclosed· $61.1M
2022-04-14Series E· $120M
2022-01-18Secondary Market
Leadership Team
Daniel Yanisse
Co-founder & CEO
Jonathan Perichon
Co-founder
Recent News
2025-11-27
HousingWire.com
2025-10-25
Orange County Business Journal
2025-10-25
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