Technical Instructor

LeadStack Inc.; San Francisco (CA); Hybrid; USD 210,000 - 299,000; Full time

Job summary

LeadStack Inc. seeks a Technical Trainer (Contractor) to deliver live onboarding sessions for Basecamp learning paths, including Architect, Admin, Developer, and Associate Architect.

The role focuses on delivery: you teach, run labs, and ensure a polished classroom experience. Based in San Francisco, you will teach in-person and hybrid sessions, travel to cohort sites as needed, and partner with curriculum owners to continuously improve the program over a 1-year contract (Sep 1, 2026 – Sep 1,

Qualifications

• You must be an experienced technical instructor, trainer, or teaching-focused engineer.
• You should be comfortable teaching API- and AI-product content to mixed technical audiences.
• You should have strong live facilitation and classroom management skills.
• You must be able to travel regularly for cohort weeks.

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

Skills

Technical instruction

Public speaking

Live facilitation

Travel readiness

Job description

Client Title: Technical Trainer (Contractor)

Contract Duration: 1 year (Sep 1, 2026 - Sep 1, 2027)

Location: San Francisco California 94105 - (Monday - Thursday); Some monthly travel required for events

Pay Rate: $185/hr on W2

About the role

You will be a dedicated instructor for Client's 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

Required

• 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

Nice-to-have

• Experience teaching or enabling GTM/sales-adjacent technical audiences