Staff AI Solutions Engineer

About the Role

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. This is a highly visible, hands-on role that blends deep technical expertise with a passion for teaching and empowering others. You will lead the charge on understanding team-specific requirements, configuring and evaluating AI tools, building bespoke AI-powered solutions, and standing up templatizable workflows that scale across the organization. From running office hours and hackathons to creating reusable resources and training materials, you will be the go-to person for helping every team at Checkr unlock the full potential of AI.

What You'll Do

• Embed with internal teams across departments to deeply understand their workflows, gather requirements, identify high-impact AI use cases, and translate business needs into actionable technical solutions.
• 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.
• 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.
• 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.
• Develop reusable playbooks, prompt libraries, workflow templates, how-to guides, and reference architectures that enable teams to self-serve on AI adoption.
• Architect and implement standardized, templatizable AI workflows that can be adapted and deployed across multiple teams and use cases, driving consistency and scale.
• 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.
• 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.
• Contribute to the AI strategy and roadmap at the organizational level, aligning initiatives with business priorities and ensuring AI investments deliver maximum value.
• Present findings, demo solutions, share progress updates, and advocate for AI adoption with stakeholders ranging from individual contributors to executive leadership.

What You'll Bring

• 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.
• 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.
• Deep proficiency in Python and experience with AI frameworks and integration of LLM models into applications; familiarity with cloud hosting platforms (AWS, GCP, Azure).
• Demonstrated ability to lead enablement programs—including running office hours, hackathons, training sessions, and creating scalable documentation and resources.
• 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.
• A builder's mindset: you are equally comfortable architecting a solution, writing production code, creating a training deck, and facilitating a workshop.
• A deep passion for AI and a genuine desire to help others harness its potential to transform how they work.

Pay

• On-target Earnings OR Base Salary range (San Francisco, CA): $177,000 - $208,000 USD

Benefits

• 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

Schedule

• 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.