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Engagement Architect

Trunk Tools

Trunk Tools

IT
United States · San Francisco, CA, USA · Oregon, USA · Austin, TX, USA · New York, NY, USA · Arlington, VA, USA · Remote
USD 135k-180k / year + Equity
Posted on Jan 9, 2026

Location

New York City HQ, Austin, Remote - US Time Zone, San Francisco - Bay Area

Employment Type

Full time

Location Type

Hybrid

Department

Customer Success

Compensation

  • $135K – $180K • Offers Equity

Trunk Tools takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. Your starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. For this role, the estimated base salary is $ - $ with a comprehensive benefits package and equity component.

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.

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