Instructional Designer & Learning Operations Lead

Position Overview

Trunk Tools is looking for an Instructional Designer and Learning Operations Lead to build and run the certification curriculum behind our AI-Enabled GC program. This is a shared Center of Excellence role — you’ll design once and configure for every account, not rebuild for each. You’ll own the full learning system: the curriculum design across business units and roles, the content itself, and the learning-management platform that delivers and tracks it.

Key Responsibilities

• Curriculum & Instructional Design

  • Design certification tracks and modules segmented by business unit and role, progressing from foundational AI literacy to advanced, workflow-specific use.
  • Build for a blended model — video, quizzes, and in-person components — with assessments that make certification mean something.
  • Hold a clear standard for certification: trained, used in the workflow, and assessed.

• Content Authoring & Production

  • Author and produce the learning content, and manage contract authors during peak build.
  • Front-load authoring in Phase 0 so the curriculum is ready before field deployment begins.

• LMS & Learning Operations

  • Administer the learning-management system — enrollments, cohorts, certification tracking, and reporting.
  • Keep the operational engine running so cohorts move through on schedule.

• Localization & Reuse

  • Build the curriculum once and configure it per GC, maintaining the shared curriculum map.
  • Balance what stays common across accounts against what must be tailored.

• Maintenance & Refresh

  • Keep content current as AI tools and Trunk Tools products evolve — update and retire modules on a regular cycle.

• Measurement

  • Track attendance, completion, certification, and assessment scores, and feed them into the program’s KPIs.

Qualifications

• Experience

  • 5+ years across instructional design / adult learning and learning operations / LMS administration.
  • Corporate training or enablement experience; technical enablement or AI/software training is a strong plus.
  • Experience standing up or running a certification program.
  • Construction or AEC is a plus.

• Skills & Knowledge

  • Instructional-design practice (e.g., ADDIE or SAM) and hands-on LMS administration (e.g., Docebo, Cornerstone, TalentLMS).
  • Content authoring tools (e.g., Articulate / Rise, Camtasia) and solid assessment design.
  • Able to run a content pipeline like a project — scope, schedule, and ship.
  • High personal AI fluency; you use the tools you’re teaching.

• Education

  • Bachelor’s in instructional design, education, or a related field — or equivalent experience.
  • Instructional-design or LMS certifications are a plus.

What we offer

• Compensation Range

  • $111K - $138K

• Close-knit and collaborative early-stage startup environment

  • where every voice is heard and every opinion matters

• Competitive salary and stock option equity packages

  • Medical Plans to choose from including 100% covered option. Plus Dental and Vision Insurance!
  • Learning & Growth stipend
  • Flexible long-term work options (remote and hybrid)
  • Free lunch provided in the office in NYC & Austin - you’ll never go hungry with us!
  • Unlimited PTO; We truly believe in work-life balance and that hard work should be balanced with time for rest and rejuvenation

• IRL / In-Person retreats throughout the year

  • Equal-opportunity employer
  • Strives to live by these same values here at Trunk Tools HQ