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About the Role

Trunk Tools is seeking an Instructional Designer and Learning Operations Lead to develop and manage the certification curriculum for their AI-Enabled GC program. This role involves owning the entire learning system, from curriculum design and content creation to managing the learning-management platform. The position requires significant upfront work in content authoring before transitioning to maintenance and ongoing operations.

Responsibilities

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 learning model including video, quizzes, and in-person components with meaningful assessments.
Establish a clear standard for certification: trained, used in the workflow, and assessed.
Author and produce learning content, managing contract authors during peak build periods.
Administer the learning-management system, including enrollments, cohorts, certification tracking, and reporting.
Ensure the operational engine runs smoothly for timely cohort progression.
Configure the curriculum per GC while maintaining a shared curriculum map.
Balance common curriculum elements with necessary tailoring for specific accounts.
Keep content current with evolving AI tools and product updates, managing module updates and retirements.
Track attendance, completion, certification, and assessment scores to feed into program KPIs.

Requirements

5+ years of experience in instructional design/adult learning and learning operations/LMS administration.
Corporate training or enablement experience.
Experience standing up or running a certification program.
High personal AI fluency; you use the tools you’re teaching.
Able to run a content pipeline like a project, including scope, schedule, and delivery.

Skills

Instructional-design practice (e.g., ADDIE or SAM)
Hands-on LMS administration (e.g., Docebo, Cornerstone, TalentLMS)
Content authoring tools (e.g., Articulate / Rise, Camtasia)
Solid assessment design
Project management for content pipelines

Location

Remote
Hybrid
NYC
Austin

Work Type

Full-time
Remote
Hybrid

Experience Level

5+ years

Education Level

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

Benefits

Competitive salary and stock option equity packages
4 Medical Plans to choose from including 100% covered option
Dental and Vision Insurance
Learning & Growth stipend
Flexible long-term work options
Free lunch provided in the office (NYC & Austin)
Unlimited PTO
IRL / In-Person retreats throughout the year

About the Company

Trunk Tools is the leading AI company revolutionizing the construction industry.
They have raised $40M in Series B funding, totaling $70M, from investors like Insight Partners, Redpoint, and Innovation Endeavors.
Their mission is to build the future of construction through intelligent automation, moving away from analog processes.
Founded by Stanford and MIT alumni with experience in delivering software to over 140,000 field professionals.
The team has doubled in the past year, with over 100 employees (50+ engineers), and is in a period of hypergrowth.
They are launching production-ready AI agents, starting with document processing and Q&A, and expanding into core operational workflows.

Equal Opportunity

As an equal-opportunity employer, Trunk Tools is committed to building an inclusive environment where you can be you.
They evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, national origin, age, disability, pregnancy, gender expression or identity, sexual orientation, or any other legally protected class.