Engagement Manager

Summary

Join Trunk Tools, a leading AI company revolutionizing the construction industry, as an Engagement Manager. You will be a key partner for customers, implementing AI workflows, focusing on value delivery and behavioral change. Responsibilities include customer embedding, workflow design and deployment, training and enablement, customer advocacy, metrics and reporting, and cross-functional execution. This high-impact role requires 5+ years of experience in construction and technology, a strong track record of driving technology adoption, and excellent communication skills. Preferred qualifications include experience with construction tech, AI, field training, or document management, and a background in top-tier consulting or strategic roles at innovation-forward general contractors. Trunk Tools offers competitive salary and stock options, comprehensive health benefits, a learning stipend, flexible work options, unlimited PTO, and in-person retreats.

Requirements

• 5+ years of experience in Construction AND Technology, ideally within innovation, ops, or field deployment teams
• Strong track record of driving technology adoption and behavior change within complex customer orgs
• Comfortable working across business and technical audiences — you can translate field needs to product requirements and vice versa
• Technical curiosity — comfortable working with cloud-based tools, APIs, LLM workflows, and light configuration
• Excellent communication and facilitation skills across all levels — from PMs to VPs to superintendents

Responsibilities

• Customer Embedding: Act as the day-to-day partner for strategic logos, shadow workflows, build trust with field teams and executives, and co-design impactful AI solutions
• Workflow Design & Deployment: Map and translate construction workflows into structured implementations; configure AI agents, test data flows, and activate jobsite teams
• Training & Enablement: Develop curriculum and run live workshops, certify customer “champions” to scale adoption and drive executive level change
• Customer Advocacy: Gather detailed qualitative and quantitative feedback; synthesize insights and present recommendations for Product and Engineering to drive roadmap alignment
• Metrics & Reporting: Define adoption KPIs, report on time saved, and track success across project milestones
• Cross-functional Execution: Coordinate with Sales, Product, Engineering, and CX to deliver a seamless customer experience and identify upsell opportunities

Preferred Qualifications

• Experience with construction tech, AI, field training, or document management is a plus
• We’re especially excited about candidates with backgrounds in top-tier consulting (e.g., McKinsey, BCG, Bain) or strategic roles at innovation-forward general contractors

Benefits

• Competitive salary and stock option equity packages
• 3 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