Technical Trainer

Job ID: 1282
Title: Technical Enablement requests
Location: 2 SF located and 1 NYC located
Duration: Sep 1, 2026 – Sep 1, 2027
Location: San Francisco California 94105

Job Description: Technical Trainer (Contractor)

About the role: You will be a dedicated instructor for Basecamp technical onboarding programs, delivering live sessions across our 4-5 learning paths (Architect, Admin, Developer, Associate Architect; User path launching later). This is a delivery-focused role: you teach, run labs, and own the classroom experience while curriculum owners own the content.

Responsibilities:

• Deliver live technical sessions, in person and hybrid, across assigned Basecamp paths
• Run hands-on labs and exercises; support learners through technical issues in the room
• Dry-run sessions with curriculum owners ahead of each cohort and iterate on delivery
• Collect and relay learner feedback and survey signal to program owners
• Support day-of cohort operations alongside the program team
• Travel to cohort sites as scheduled

• Experienced technical instructor, trainer, or teaching-focused engineer
• Comfortable teaching API- and AI-product content to mixed technical audiences
• Strong live facilitation: can hold a room, handle questions, adapt pace in real time
• Able to travel regularly for cohort weeks

• Experience teaching or enabling GTM/sales-adjacent technical audiences
• Hands-on familiarity with LLM products
• Instructional design background