Checkr
Staff AI Enablement Engineer
San Francisco, California, United States · Staff+
Sponsorship not specified$177k-$208kDetected 14 days ago
PythonAWSGCPAzureMachine LearningData EngineeringLLMsRAGA/B TestingRoadmappingCommunicationCollaboration
About the role
- Over 140,000 companies and millions of people rely on Checkr for AI verification in the moments that matter most: getting a new job, a new place to live, a car ride, childcare, even a date.
- Join the IT Engineering team as a Staff AI Solutions Engineer, where you will serve as the primary driver of AI enablement and solutions engineering across all departments at Checkr.
Responsibilities
- Lead Office Hours & Hackathons: Own and facilitate recurring AI office hours for drop-in support and guidance. Design and lead company-wide AI hackathons that inspire experimentation, knowledge sharing, and the discovery of innovative use cases.
- AI Tool Configuration & Evaluation: Evaluate, configure, and recommend the right AI tools and platforms for the organization. Stay on top of the rapidly evolving AI tooling landscape and make informed build-vs-buy recommendations.
- Build Bespoke AI Solutions: Design, develop, and deploy custom AI solutions tailored to specific team needs-leveraging LLMs, RAG architectures, agentic workflows, and automation frameworks to solve real business problems.
- Create Resources & Artifacts: Develop reusable playbooks, prompt libraries, workflow templates, how-to guides, and reference architectures that enable teams to self-serve on AI adoption.
- Templatize AI Workflows: Architect and implement standardized, templatizable AI workflows that can be adapted and deployed across multiple teams and use cases, driving consistency and scale.
- Training & Teaching: Lead hands-on training sessions, workshops, and demos to teach teams how to effectively use AI tools and integrate them into their day-to-day work. Act as a force multiplier by building AI fluency organization-wide.
- Cross-Functional Collaboration: Partner closely with Engineers, Business Systems, Security, Data Engineering, and other AI Solutions Engineers to integrate AI technologies into existing systems, ensuring security, compliance, and scalability.
- Strategic Planning & Roadmapping: Contribute to the AI strategy and roadmap at the organizational level, aligning initiatives with business priorities and ensuring AI investments deliver maximum value.
- Demonstrated ability to lead enablement programs-including running office hours, hackathons, training sessions, and creating scalable documentation and resources.
- Own and facilitate recurring AI office hours for drop-in support and guidance.
Requirements
- A builder's mindset: you are equally comfortable architecting a solution, writing production code, creating a training deck, and facilitating a workshop.
Nice to have
- Bachelor's degree in Computer Science or equivalent experience.
- A graduate degree is a plus.
- 5+ years of experience in engineering, solutions engineering, or technical enablement roles, with a track record of deploying solutions that measurably enhance productivity.
- Deep proficiency in Python and experience with AI frameworks and integration of LLM models into applications
- familiarity with cloud hosting platforms (AWS, GCP, Azure).
- Proven experience gathering requirements from non-technical stakeholders and translating them into well-scoped technical solutions.
- Exceptional ability to tackle open-ended, ambiguous problems in unstructured environments, synthesizing complex information into actionable plans and deliverables.
- Strong communication and presentation skills, with the ability to make complex AI concepts accessible to diverse audiences-from engineers to executives.
Skills
- getting a new job, a new place to live, a car ride, childcare, even a date.
- Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company.
- Evaluate, configure, and recommend the right AI tools and platforms for the organization.
Compensation
- For more information on our compensation philosophy, see our website.
- OR Base Salary range (San Francisco, CA)
- $177,000 - $208,000 USD
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
- In-office perks are provided, such as lunch five times a week, a commuter stipend, and an abundance of snacks and beverages.
- 3+ years of hands-on experience developing AI-centric products and solutions, including machine learning, generative AI, LLMs, RAG architectures, agentic frameworks, and prompt engineering.
- A relocation stipend may be available for those willing to relocate to a Checkr hub location.
This listing is sourced directly from Checkr's careers page and normalized into a canonical job model.