Staff AI Enablement Engineer

About the role

Join the IT Engineering team as a Staff AI Solutions Engineer at Checkr. You will serve as the primary driver of AI enablement and solutions engineering across all departments at Checkr.

Requirements

• 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.

Qualifications

• 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.

Skills

• Python
• AI frameworks
• LLM models
• Cloud hosting platforms (AWS, GCP, Azure)

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

Pay

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

Schedule

• In-office 3+ days a week

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 Opportunity

• 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.