Forward Deployed Expert

At Trunk Tools, we’re the leading AI company revolutionizing construction, the second-largest industry on earth. We recently raised a $40M Series B led by Insight Partners, bringing our total funding to $70M from top-tier investors including Redpoint and Innovation Endeavors. This new round is fueling our next phase of growth as we scale AI agents across the jobsite.

Our mission is to build the future of construction through intelligent automation. Despite being a $13+ trillion industry, construction still runs largely on analog processes, we’re changing that by embedding AI directly into field operations.

Founded by builders and technologists (Stanford, MIT), our team has delivered software used by over 140,000 field professionals, impacting millions of users and contributing to $10B+ in built projects. Many of us come from the field ourselves, giving us a deep understanding of the industry’s unique challenges.

After years of building the “brain” of construction, we’re now launching production-ready AI agents, starting with intelligent document processing and Q&A, and rapidly expanding into core operational workflows. Our team has doubled in the past year, and with 100+ employees (50+ engineers), we’re scaling fast and entering a period of hypergrowth. This is a rare opportunity to join at an inflection point.

Position Overview

Trunk Tools is looking for Forward Deployed Experts (FDX) to drive AI adoption where it actually happens — on active jobsites. This is not a back-office role, and it is not a custom-engineering role. The FDX is a construction operator who has become deeply AI-fluent, embedded with a general contractor’s project teams to change how work gets done. You’ll be part of a deployed team that operates like a SWAT unit: driving adoption region by region, finding efficiency opportunities, and dropping into critical projects to get them back on track using the full AI stack — Trunk Tools products alongside additional cutting edge tools. You’ll consult on custom agent opportunities and partner with our product teams on them, but your job is behavioral change and adoption, not building agents. This role is field-embedded with heavy travel, up to 75%.

Key Responsibilities

• Field Adoption & Behavioral Change

  • Embed with project teams and superintendents to drive daily, hands-on use of Trunk Tools and the broader AI stack.

  • Run workshops, competitions, and side-by-side coaching that turn skeptics into everyday users.

  • Meet the field where it is — builder-to-builder, on the jobsite, under real-world pressure.

• Efficiency & Workflow Optimization

  • Identify the highest-value AI use cases for each business unit and rebuild the workflow around them.

  • Tie every push to a measurable outcome — time saved, cost reduced, or work won.

  • Capture use cases and feed them back into the shared library so other teams and accounts benefit.

• Critical-Project SWAT

  • Deploy into at-risk or high-priority projects and use the AI stack to get them back on track.

  • Diagnose where teams are stuck and stand up practical, AI-enabled workflows fast.

• Tooling & Agent Consulting

  • Advise on where custom agents would create value and partner with Trunk Tools product teams to scope them.

  • Stay current across the AI tool landscape so you can match the right tool to the job.

• Train-the-Trainer & Handoff

  • Certify customer champions and trainers so adoption sustains itself after our behavioral change program concludes.

  • Transfer capability deliberately — the goal is a self-running team, then on to the next region or account.

• Measurement & Feedback

  • Track adoption and behavioral-change metrics for your region and report them up.

  • Bring field feedback back to Product to shape the roadmap.

Qualifications

• Experience

  • 5+ years in construction operations — superintendent, project engineer/manager, VDC/BIM, or field operations — with real time spent on active jobsites.

  • Demonstrated, high AI fluency: a daily power-user of AI tools (Claude, ChatGPT, and others) who has already changed how they work.

  • A track record of driving adoption or change in the field, and of turning around struggling situations.

• Skills & Knowledge

  • Deep knowledge of construction workflows — submittals, RFIs, drawings, scheduling, and the daily grind of a project team.

  • Strong AI-tool fluency and the instinct to match the right tool to the right workflow.

  • A natural coach and communicator who earns trust on the jobsite.

  • Comfortable with heavy travel and embedding on-site for stretches at a time.

• Education

  • Bachelor’s in construction management, engineering, or a related field — or equivalent field experience.

  • AI or tool-specific certifications are a plus.

Why Trunk Tools?

• Innovative Culture: Work at the forefront of technology with a team that values innovation and continuous learning.

• Impactful Work: Help transform businesses with tools that drive real, measurable outcomes.

• Career Growth: Be part of a growing company with ample opportunities for personal and professional development.

• Competitive Compensation: We offer a competitive salary, benefits, and performance-based incentives.

• Work-Life Balance: Enjoy a supportive work environment that encourages a healthy work-life balance.

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.

At Trunk Tools, we’re working hard to build a more productive and safer environment within the construction industry, and we strive to live by these same values here at Trunk Tools HQ. As an equal-opportunity employer, we are committed to building an inclusive environment where you can be you. We work hard to 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.