Trunk Tools - Support Specialist

Salary: $70K - $100K Location Type: Remote Employment Type: Full-Time

Company Overview

At Trunk Tools, we are the leading AI company revolutionizing construction, the second-largest industry on Earth. We have successfully 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 funding is instrumental in 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 relies heavily on analog processes. We are changing this by embedding AI directly into field operations.

Founded by experienced builders and technologists from Stanford and MIT, our team has a proven track record of delivering software used by over 140,000 field professionals, impacting millions of users and contributing to over $10B in built projects. Many of us have direct field experience, giving us a deep understanding of the industry's unique challenges.

After years of building the "brain" of construction, we are 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 (including 25+ engineers), we are scaling fast and entering a period of hypergrowth. This is a rare opportunity to join us at an inflection point.

About the Role

Trunk Tools is a hyper-growth Series B startup, backed by $70M from top investors like Insight Partners, Redpoint, and Innovation Endeavors, with significant traction among Fortune 500 general contractors. Our mission is to automate the construction industry through intelligent, jobsite-ready AI. After years building the "brain" of construction, we are now deploying AI agents to eliminate manual work and enable smarter decisions across critical workflows.

The Support Specialist role is crucial in ensuring that our customers derive maximum value from Trunk Tools from day one. You will be the primary problem solver for field teams and end users, assisting them in configuring, troubleshooting, and adopting our AI solutions within their daily workflows. This is a hands-on role that requires a blend of technical curiosity and customer empathy, ensuring our customers not only use Trunk Tools but also succeed with it.

Responsibilities

• Customer Support & Troubleshooting: Act as the frontline contact for customer inquiries, resolving issues quickly and effectively across chat, email, and video support.
• Implementation Assistance: Guide customers through the onboarding, setup, and configuration of AI agents and workflows.
• Enablement & Training: Conduct product demos, answer "how-to" questions, and empower users to self-serve through comprehensive documentation and training resources.
• Feedback & Advocacy: Collect user feedback, identify recurring issues, and communicate insights to Product and Engineering teams to drive product improvements.
• Knowledge Building: Maintain and update support documentation, FAQs, and internal knowledge bases to scale customer success efforts.
• Metrics & Reporting: Track key support metrics (e.g., response time, resolution time, customer satisfaction) and identify trends to inform continuous improvement initiatives.

Qualifications

• 2–4 years of experience in customer support, technical support, or customer-facing operations, preferably within SaaS or construction tech.
• Strong problem-solving skills and the ability to troubleshoot software issues in real time.
• Excellent communication skills, with the ability to explain technical concepts clearly to both field superintendents and office executives.
• Technical curiosity: comfortable learning and working with cloud-based tools, APIs, and AI-driven workflows.
• Highly organized and detail-oriented, with the ability to manage multiple support tickets and requests simultaneously.
• Experience in construction tech, field training, or AI tools is a plus.

What We Value

• Customer Empathy: A genuine commitment to solving problems and ensuring user success.
• Responsibility: [Information truncated]