Instructional Designer & Learning Operations Lead

Trunk Tools

• $100K — $120K *
Education, Government & Non-Profit
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in instructional design and learning operations, especially with LMS administration.
  • Experience in corporate training; familiarity with technical enablement or AI/software training is advantageous.
  • Proven track record of establishing or managing a certification program, preferably in construction or AEC.
  • Proficient in instructional design methodologies like ADDIE or SAM and administration of platforms such as Docebo or Cornerstone.
  • Skilled with content creation tools (Articulate/Rise, Camtasia) and in designing effective assessments.
  • Demonstrated ability to manage projects effectively, with skills in scoping, scheduling, and delivery.
  • High fluency in AI tools, applying them practically in teaching environments.

Responsibilities

  • Design curriculum tracks and modules tailored to various business units and roles, from basic AI literacy to specialized applications.
  • Create a blended learning model inclusive of videos, quizzes, and hands-on training, ensuring meaningful assessments for certification.
  • Set and uphold standards for certification that require practical application in work contexts.
  • Produce learning materials and oversee contract authors during high-demand phases of content creation.
  • Coordinate the learning management system including managing enrollments, tracking cohorts, and generating reports.
  • Adapt a shared curriculum for different accounts while maintaining consistency and relevancy.
  • Regularly update content to reflect changes in AI technology and Trunk Tools products, ensuring continued effectiveness.

Benefits

  • Collaborative startup culture where every voice is valued.
  • Competitive salary and stock options available.
  • Choice of 4 medical plans, including a fully covered option, plus dental and vision insurance.
  • Learning and growth stipend for personal development.
  • Flexible work arrangements (remote and hybrid) accommodated.
  • Free lunch in NYC and Austin offices ensuring meals are provided.
  • Unlimited PTO, emphasizing a healthy work-life balance.
  • In-person retreats throughout the year for team bonding.
Full Job Description
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. The heaviest lift comes early - content has to exist before the field can deploy, so authoring front-loads in Phase 0. We expect to start this function with two people during the build and settle to one plus contract support once the curriculum moves into maintenance. Travel is occasional, up to 15%.

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

A close-knit and collaborative early-stage startup environment where every voice is heard and every opinion matters

Competitive salary and stock option equity packages

4 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

Please note: All official communication from Trunk Tools will come from an email address ending in @trunk.tools. If you receive outreach from any other domain, please disregard it or report it to us.

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