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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Program Manager, AI Transformation - **Company:** Trunk Tools, Inc. - **Location:** New York, NY, United States - **Experience:** Expert - **Salary:** $210,000.0 - $261,000.0 - **Contract:** Permanent contract - **Skills:** Agile Methodology, Artificial Intelligence, Asana, Smartsheet - **Published:** July 30, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=5e62eab1d4aba029 ## About the Role + 6+ years in program management, engagement management, or technical program management, including large, multi-stakeholder enterprise programs. + Direct experience leading change management or transformation programs - moving people and organizations, not just shipping software. + Customer-facing delivery experience (professional services, consulting, or enterprise CS). Construction, AEC, or enterprise SaaS is a strong plus. * Skills & Knowledge + Fluent in program-management practice and tooling (e.g., Asana, Smartsheet); PMP or Agile certification a plus. + Grounded in change-management methodology (e.g., Prosci / ADKAR); able to design cadence, stage-gates, and adoption metrics from scratch. + Strong executive presence - can hold a room of C-level stakeholders accountable and keep them aligned. + A daily AI power-user who leads by example, plus comfort with CS platforms (e.g., Planhat). * Education + Bachelor's degree or equivalent experience. + Program-management or change-management certifications (PMP, Prosci, or similar) are a plus. ## Description Trunk Tools is looking for an experienced Program Manager to own the delivery of our AI-Enabled GC program inside our largest general contractor accounts. This is the person who runs the entire transformation: the project plan, the meeting cadence, the stage-gates, and the KPIs that prove it's working. You'll be dedicated to top-20 GCs for multi-year engagements, co-owning the account with the Customer Success Manager, who holds the commercial and renewal relationship. You'll orchestrate a dedicated delivery pod - Forward Deployed Experts and the shared Instructional Design and Learning Operations team - to move an entire organization from AI-curious to AI-first. Travel is required for this position, up to 30%., * Program Ownership & Execution + Own the end-to-end program plan across every phase and keep the critical path on track. + Run the stage-gate model: define entry and exit criteria for each phase and hold the program to them. + Manage risk, dependencies, and resourcing across the pod, and make the calls that keep the deployment moving. * Governance & Cadence + Stand up and run the program's meeting rhythm - executive steering committees, business-unit working sessions, champion syncs, and office hours. + Own executive alignment: keep the customer's sponsor and leadership engaged, informed, and accountable to their commitments. + Lead program business reviews that show progress against KPIs and set the next quarter's priorities. * KPIs, Measurement & Reporting + Define and track the adoption and behavioral-change metrics that prove the program is working - certification rates, active usage, and workflow change by business unit. + Correlate broad AI adoption with Trunk Tools outcomes, and report both to the customer and internally. + Maintain the executive dashboard and keep a single source of truth for program health. * Team Orchestration + Direct the day-to-day work of the delivery pod - the FDX Manager and Forward Deployed Experts, plus the shared Instructional Design and Learning Operations team. + Coordinate customer champions and trainers so the organization builds its own capability. + Make sure content authoring is resourced and started early - it sits on the critical path before the field can deploy. * Handoff & Repeatability + Drive the program toward a self-sustaining state - customer-owned trainers, governance, and cadence - by the end of the engagement. + Feed what you learn back into the shared playbook so the next GC deployment starts faster. ## Related Videos - [A Founder's Journey : From Startup Chaos to Purposeful Growth](https://www.wearedevelopers.com/videos/1926-a-founder-s-journey-from-startup-chaos-to-purposeful-growth) - [ShapeShift: Reinventing Agile for a B2B SaaS Scale-Up](https://www.wearedevelopers.com/videos/1655-shapeshift-reinventing-agile-for-a-b2b-saas-scale-up) - [The AI-Fluent Team: A Playbook for Driving Enterprise AI Transformation](https://www.wearedevelopers.com/videos/100068-the-ai-fluent-team-a-playbook-for-driving-enterprise-ai-transformation) - [AI PowerPlay: Building High-Impact Teams & Transformative Solutions](https://www.wearedevelopers.com/videos/1005-ai-powerplay-building-high-impact-teams-transformative-solutions) - [From Punch Cards to AI-assisted Development](https://www.wearedevelopers.com/videos/611-from-punch-cards-to-ai-assisted-development) - [Security Pitfalls for Software Engineers](https://www.wearedevelopers.com/videos/726-security-pitfalls-for-software-engineers) ## Related Articles - [Navigating the AI Shift](https://www.wearedevelopers.com/magazine/629-navigating-the-ai-shift) - [What is Agentic Programming and Why Should Developers Care?](https://www.wearedevelopers.com/magazine/625-what-is-agentic-programming-and-why-should-developers-care) - [Transforming Software Development: The Role of AI and Developer Tools](https://www.wearedevelopers.com/magazine/527-transforming-software-development-the-role-of-ai-and-developer-tools) - [How to Become an AI Engineer](https://www.wearedevelopers.com/magazine/331-how-to-become-an-ai-engineer) - [Coffee with Developers - Maria Apazoglou - Making AI understandable for all in production](https://www.wearedevelopers.com/magazine/475-coffee-with-developers-maria-apazoglou-making-ai-understandable-for-all-in-production) - [Best US AI Conferences for CTOs in 2026: Build vs. Buy, Vendor Evaluation, and Peer Intelligence](https://www.wearedevelopers.com/magazine/736-best-us-ai-conferences-for-ctos-in-2026-build-vs-buy-vendor-evaluation-and-peer-intelligence)