Staff Operations AI Engineer

Checkr; Nashville (TN); Hybrid; USD 120,000 - 170,000; Full time

Benefits offered by this job

Parental leave

Stock options

Work from home opportunities

Health plans – 100% premiums covered

Competitive compensation

Snacks and drinks

Wellness programs

Flexible PTO

Transit reimbursement

Job summary

Checkr is seeking a Staff Operations AI Engineer to architect and refine the intelligent systems powering AI-driven operations. You will design integrations, workflows, and data structures that enable AI Agents to operate reliably at scale, across systems and third‑party platforms.

You’ll own end-to-end initiatives, serve as a technical authority across teams, and build robust, observable systems that boost operational efficiency and AI performance.

Qualifications

• Solid SQL experience for data transformation, validation, and operational analytics (Snowflake a plus).
• Deep expertise in API design, OAuth/token-based authentication, webhooks, and event-driven systems.
• 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.

Responsibilities

• Architect integrations enabling AI Agents to operate safely across Checkr systems and third‑party platforms.
• Build production‑grade API integrations with secure authentication, webhooks, and event-driven orchestrations.
• Ensure AI-driven operations are resilient with error handling, retries, observability, and fallbacks.
• Lead technical solutions to gaps, bottlenecks, and failure modes to improve reliability and scale.
• Establish engineering standards for workflow design, code quality, and system observability.

Skills

SQL

API design

LLM prompts

Python

JavaScript

Observability

Retry & error handling

Data transformation

JSON schemas

Guardrails

Snowflake

Salesforce integration

Zendesk integration

Tray.io / Make / Zapier

Tools

Snowflake

OAuth authentication

Webhooks

Tray.io

Make

Zapier

UiPath

Job description

• We’re looking for a Staff Operations AI Engineer who will architect, build, and refine the intelligent systems that power Checkr’s AI-driven operations
• In this role, you’ll be the technical expert responsible for designing the integrations, workflows, and data structures that enable AI Agents and automation to operate reliably at scale
• You’ll work across system integration, workflow orchestration, application logic, data transformation, AI guardrails, and multi-platform automation—translating leadership’s strategic direction into high-quality technical execution
• You’ll own complex, high-impact projects end-to‑end, serve as a technical authority across teams, and develop robust systems that materially improve operational efficiency and AI performance
• AI Agent Integration & Automation Architecture:
• 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
• Systems Engineering & Data Foundations:
• Build and maintain the technical foundations that power AI‑driven workflows, including structured data pipelines, normalized schemas, and predictable JSON inputs for LLMs
• 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
• AI Quality, Safety & Guardrails:
• 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

Benefits

• Parental leave
• Stock optoins
• Work from home opportunities
• Comprehensive Health Plans | We cover 100% of insurance premiums and offer generous parental and family leave
• Competitive Compensation | We offer competitive salaries and meaningful equity
• A Variety of Food and Snacks | Our culinary team serves a rotating menu for lunch each day, along with unlimited snacks and drinks
• Wellness Programs | We invest in the holistic well‑being of every team member through education reimbursements, onsite massages, and physical therapy
• Flexible Paid Time Off | We want you to take the time you need to relax and recharge
• Fitness and Public Transport Reimbursement | We’ll cover your commute and help you stay active with our onsite gym or fitness provider of choice

• Solid SQL experience for data transformation, validation, and operational analytics (Snowflake a plus)
• Deep expertise in API design, OAuth/token-based authentication, webhooks, and event-driven systems
• 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
• 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
• Strong JavaScript and Python expertise for backend logic, scripting, and internal tooling5-7+ years in automation platforms, integration architecture, or AI-enabled operations
• Proven experience building reliable automation workflows with observability, retries, and failure handling
• Familiarity with integrating with CRM and support systems (e.g., Salesforce, Zendesk)
• Ability to translate complex operational needs into scalable, maintainable technical systems
• Experience in anticipating API changes, schema drift, and downstream impacts in production environments
• Track record designing end-to-end integration architectures across multiple platforms
• High bar for engineering rigor, with sound judgment around AI safety, governance, and compliance
• 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
• Role model of Checkr’s values; mentors others and contributes to a healthy, inclusive team culture
• Clear communicator who collaborates effectively across technical and non-technical partners
• Direct experience with Tray.io / Make / Zapier / UiPath
• Programming experience in Python
• Snowflake specifically (vs strong SQL generally)
• Salesforce or Zendesk integrations
• Prior work in operations technology specifically (vs platform, infra, or product engineering)
• Front-end UI widgets / embeds