Engagement Architect

Job Description

Job Description

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 65+ employees (25+ engineers), we’re scaling fast and entering a period of hypergrowth—this is a rare opportunity to join at an inflection point.

The Role

As an Engagement Architect, you'll be on the ground helping our most strategic customers implement AI agents that transform how they build. This is a high-touch, embedded role where you'll spend 2-3 days per week onsite at major construction projects, working shoulder-to-shoulder with project teams and leaders to identify pain points, configure, and deploy solutions to deliver impact.

You'll bridge the worlds of construction operations and AI-powered technology—translating field realities into technical requirements, creating compelling work products that demonstrate ROI, and ensuring our solutions integrate seamlessly into the clients daily workflows. This role combines the strategic thinking of consulting with the hands-on execution of construction, requiring both industry knowledge and the ability to move fast in ambiguity.

What You'll Do

Deploy Solutions Onsite : Embed with customer teams at active jobsites to understand their pain points, issues, roadblocks, and configure Trunk Tools’ AI agents for specific use cases to ensure successful adoption across project teams

Capture Clear Impact : Develop Excel models, PowerPoint presentations, process documentation, and custom automation solutions to quantify and track value while guiding implementation

Cross-Functional Collaboration : Work closely with Sales, Customer Success, Product, and Strategy teams to align on customer needs, prioritize features, and deliver seamless integration

Communicate Across Contexts : Adapt your communication style to engage effectively with stakeholders ranging from executives to field engineers, translating technical solutions into business value

Drive Execution : Independently initiate and manage workstreams from scoping through delivery, making data-driven decisions and maintaining exceptional organization across multiple concurrent engagements

Apply Construction Expertise : Leverage your understanding of capital project lifecycles—from design through closeout—to anticipate challenges and design solutions that align with what the project team needs to unlock efficiency

Who You Are

Construction Experience : 2-3 years as a Project Engineer or Project Manager on capital construction projects, with firsthand knowledge of construction workflows, documentation, and the realities of field execution

Consulting Background : 2-3 years as a consultant with experience structuring complex problems, creating executive-ready deliverables, and managing stakeholder relationships

Proactive & Organized : You're a self-starter who identifies what needs to happen and executes independently, with exceptional organizational skills to manage multiple engagements simultaneously

Analytical & Data-Driven : You make decisions based on facts and logical reasoning, and can craft polished work products that articulate evidence-based outcomes

Comfortable with Ambiguity : You thrive in fast-moving environments, bringing structured thinking to complex, undefined problems

Travel-Ready : You're energized by onsite work and comfortable with regular travel (40-50%) to be embedded where construction happens

What We Value

Customer empathy : You care about getting the right outcomes and building trust over time

Structured thinking : You bring clarity to ambiguity and thrive in complexity

Proactivity & ownership : You identify gaps, raise your hand, and make it yours

Data orientation : You measure success, iterate fast, and ground decisions in real impact

Builder mindset : You're energized by creating new playbooks, not just following them

Work Location

Hybrid, requiring regular travel (40-50%) to client sites and team colocation.

Compensation

Negotiable based on experience

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

🏥 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

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.

Compensation Range : $135K - $180K