Technical Enablement Trainer – AI & Developer Products
Location(s): San Francisco, CA or New York, NY
Openings: 3 total — 2 in San Francisco and 1 in New York City
Contract: 12-month W2 contract
Pay: $170–$185/hour depending on experience
Russell Tobin is partnering with a leading AI research and technology company to hire experienced Technical Enablement Trainers to support a high-impact technical onboarding and enablement program.
This is a highly visible, delivery-focused role for someone who excels at teaching complex technical concepts to live audiences. You will serve as a dedicated instructor across multiple technical learning paths, delivering instructor-led sessions, facilitating hands-on labs, troubleshooting technical issues in real time, and creating an exceptional classroom experience.
Curriculum and content will be owned by dedicated program teams; your focus will be on instruction, facilitation, learner engagement, and technical delivery.
What You’ll Do
- Deliver live technical training sessions in both in-person and hybrid environments across multiple learning paths, including developer, administrator, architecture, and associate-level audiences
- Lead hands-on technical labs and exercises and help learners troubleshoot issues during sessions
- Teach API, AI product, and developer-oriented concepts to audiences with varying levels of technical expertise
- Partner with curriculum owners to conduct dry runs ahead of each cohort and refine session delivery
- Adjust pacing, explanations, and facilitation style in real time based on learner needs
- Manage questions and technical discussions while maintaining an engaging and productive classroom environment
- Gather learner feedback, survey insights, and recurring questions and relay them to program and curriculum owners
- Support day-of cohort logistics and operations in partnership with the broader enablement team
- Travel regularly to support scheduled cohort weeks
What We’re Looking For
- Proven experience as a technical instructor, technical trainer, developer educator, solutions engineer, teaching-focused engineer, or similar technical enablement professional
- Strong experience delivering live, instructor-led technical training
- Ability to explain APIs, software products, and technical workflows clearly to mixed technical audiences
- Exceptional live facilitation skills with the ability to confidently lead a room, handle unexpected questions, and adapt delivery in real time
- Comfortable facilitating hands-on technical labs and troubleshooting learner issues
- Strong communication, presentation, and interpersonal skills
- Ability and willingness to travel regularly for cohort delivery
Preferred Qualifications
- Hands-on familiarity with AI, generative AI, or large language model products
- Experience teaching API-based products, developer platforms, or other technical SaaS solutions
- Experience enabling GTM, sales engineering, solutions consulting, or other customer-facing technical audiences
- Background in instructional design, learning and development, or technical curriculum development
- Experience working in fast-moving technology or software environments
Russell Tobin offers eligible employee’s comprehensive healthcare coverage (medical, dental, and vision plans), supplemental coverage (accident insurance, critical illness insurance and hospital indemnity), 401(k)-retirement savings, life & disability insurance, an employee assistance program, legal support, auto, home insurance, pet insurance and employee discounts with preferred vendors.
Equal Employment OpportunityRussell Tobin is an equal opportunity employer. We do not discriminate on the basis of the race, religious creed, color, national origin, ancestry, physical disability, mental disability, reproductive health decision making, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other characteristic protected by applicable federal, state, or local law.
Fair Chance EmploymentRussell Tobin is a Fair Chance employer. We consider all qualified applicants, including those with criminal histories, in a manner consistent with applicable state and local Fair Chance laws and ordinances, including, the California Fair Chance Act and all applicable local Fair Chance ordinances.
AccommodationsWe are committed to providing reasonable accommodations to applicants and employees with disabilities. If you require a reasonable accommodation to participate in the application or interview process, or to perform the essential functions of this role, please contact us.
Only applicable for San Francisco Candidates: Under the San Francisco Lactation in the Workplace Ordinance, we will provide written notice of lactation accommodation rights, and this notice will automatically be given upon hiring, any inquiry of parental leave or lactation accommodation.
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