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. About the Role We’re looking for a seasoned Senior Product Designer to help shape the future of AI-driven construction software. You’ll join a small, fast-moving product team working at the intersection of real-world construction workflows, AI/ML, and next-gen UX/UI design. If you thrive designing elegant systems for complex operational problems, we want to hear from you. You’ll Excel in this Role if You: Have deep experience designing for complex real-world workflows, especially those involving physical coordination, compliance, or document-heavy processes (think construction, logistics, or finance). Are comfortable working with ambiguous requirements and iterating fast with PMs, engineers, and subject matter experts. What You’ll Do Design and iterate on core product features and (micro)interactions from initial concepts and wireframes to high-fidelity designs and handoff Collaborate with engineers to ensure accurate implementation of designs. Engage in user feedback loops to validate designs and adjust based on real-world use. Support the evolution of our product to a robust, enterprise-scale platform. Work closely with the Senior Product Designer, Product Managers, and the broader team to help shape the product roadmap. Extra credit for: Construction/contech experience. Maybe you’ve worked with BIM, construction project management tools like Procore or ACC, or have a background designing for field-first industries. A portfolio that shows clarity of thought, strong visual polish, and a demonstrated ability to reduce complexity through structure, not simplification. Familiarity with tools like Lovable, Cursor, Claude/ChatGPT, Storybook, and GitHub A willingness to push into early product territory: wireframing from zero, aligning cross-functional thinking, and proposing design directions before the roadmap is locked. 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 *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. *