At Trunk Tools, we’re the leading AI company revolutionizing construction—the second-largest industry on earth. With deep traction among Fortune 500 general contractors, we have raised $30M from top investors including Redpoint and Innovation Endeavors.

Our mission is to build the future of construction through intelligent automation. Construction is a $13+ trillion industry still operating primarily in analog—and we’re changing that by embedding AI directly into the jobsite.

Founded by builders and technologists (Stanford, MIT), our experienced team has delivered software used by 140,000+ field professionals, impacting millions of users and contributing to $10B+ in built projects. We're deeply rooted in construction, with many of our team coming from the field.

After years of developing the “brain” of construction, we are now deploying AI agents and workflows to automate critical tasks—beginning with intelligent document processing, Q&A capabilities and rapidly expanding across operational processes. We currently have 50+ employees, including 20 engineers, and have doubled our size in the last 12 months. We’re continuing to grow rapidly as we launch and scale multiple AI agents this year.

Our Integrations team sits at the heart of this strategy. From syncing RFIs, Submittals, and Drawings to processing millions of files and documents through a multitude of systems, this team is foundational to making our product deeply embedded in our customers’ workflows.

What You Will Do and Achieve

Lead a Mission-Critical Team

• Manage and grow a high-impact team of engineers focused on integrating with external construction and document management systems.

• Define technical direction, set clear goals, and ensure team alignment with company milestones and product roadmap.

Own and Expand Our Integration Platform

• Oversee the architecture and scalability of a multi-tenant integration layer that ingests structured and unstructured data at high volume and velocity.

• Ensure robustness and observability across integrations with third-party APIs, file systems, authentication flows (OAuth, SAML), and data pipelines.

Drive Partner-Facing Engineering

• Collaborate with strategic partners and third-party developers to ensure smooth onboarding to our integration frameworks.

• Develop tools and documentation that make our platform more extensible, secure, and performant for partner usage.

Ensure Data Quality and System Reliability

• Enforce SLAs and observability standards that ensure uptime, traceability, and auditability across integrations.

• Champion data validation, schema normalization, and error recovery systems that preserve trust in downstream workflows.

Shape Cross-Team Workstreams

• Work closely with the Customer Experience, ML, and Product teams to ensure that integrated data is usable, timely, and valuable for AI-powered insights.

• Participate in scoping and planning major system evolutions.

Who You Are

• Experienced Leader: 7+ years of engineering experience, including 2+ years of management experience. You’ve built and scaled backend-heavy systems and led teams through complex integration challenges.

• Technically Fluent: Proficient in TypeScript/Node, and familiar with integrations-related concepts like rate limiting, pagination, retries, and token refresh strategies.

• Systems Thinker: Comfortable thinking in terms of system boundaries, third-party variability, and data mapping across ecosystems.

• Execution-Oriented: Proven record of shipping production-grade integrations and driving continuous improvement in development speed, stability, and quality.

• Customer-Driven: Passionate about solving real-world problems and helping teams in the field. Bonus if you have experience in construction or enterprise SaaS.

What We Offer

• 💼 A startup environment where your impact is felt immediately—currently at ~60 team members and growing fast.

• 💰 Competitive salary and equity package.

• 🏥 3 health plans to choose from (100% covered option included), plus dental and vision.

• 💸 401K & learning stipend.

• 🥨 Free lunch in our NYC and Austin offices.

• 🛫 Unlimited PTO & company 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.

We realize applying for jobs can feel daunting at times. We don’t expect you to check all the qualification boxes and encourage you to apply if you have experience in some of the areas.

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.