Head of Enterprise Accounts

Trestle is transforming the construction industry by solving long-standing challenges in communication and data connectivity. Our mission is to improve collaboration and streamline workflows, enabling projects to be completed faster and more efficiently.

We are a fast-paced, mission-driven team that thrives on tackling challenges and driving innovation. If you're looking for a dynamic environment with significant growth opportunities and want to help reshape how the world builds, Trestle is the place for you.

Trestle's marquee enterprise accounts, general contractors managing thousands of vendors and hundreds of millions in subcontracted risk, are expanding. We're looking for a Head of Enterprise Accounts to own these relationships from start to finish: be the point person for our largest customers, translate their needs into product requirements, and make sure Trestle never gets outgrown by the accounts that matter most.

This is a senior, standalone individual contributor role reporting directly to the CEO. You'll operate at the executive level with VPs of Risk, Directors of Procurement, EVPs of Operations, and CFOs at some of the largest general contractors in the country, often without a founder in the room. You'll also be the main link between what customers need and what engineering builds, working directly with our product and engineering team to scope and prioritize their asks.

This is not a new business sales role. You won't be prospecting or closing net-new logos. Your job is to be the trusted steward of relationships that already exist, and to grow them responsibly over time, through renewals, usage expansions, and new modules, as the account's needs evolve. Compensation reflects this: it is weighted toward relationship management and account health, with account growth as a real but secondary component.

We're open to two different backgrounds for this role, and we care more about the level of experience than the specific industry it came from. One path is a background in enterprise software account management, running QBRs, tracking account health, and managing renewals and expansion for large customers. The other path is a senior construction professional, such as a senior project manager or similar, who has managed both vendor-facing and owner-facing relationships at a large general contractor and is ready to bring that judgment into a software company.

Either path works, as long as the seniority and stakeholder management experience is real: this role is not a fit for someone early in their career in either construction or software.

• Own Marquee Account Relationships: Serve as the primary point of contact for Trestle's largest enterprise accounts post-close, including champions and executive sponsors on the risk, procurement, and operations side.
• Executive-Level Trust: Operate independently in rooms with CFOs, VPs of Risk, and EVPs. Build the kind of credibility that keeps renewals and expansions on track without constant founder involvement.
• Translate Customer Needs into Product Requirements: Take customer concerns, requests, and pain points directly to the product team and engineering, scoping vague asks into requirements that can actually be built.
• Account Health and Retention: Build and run account health tracking, proactively surfacing risk before it becomes a churn or escalation event.
• Run Structured QBRs: Establish a cadence of business reviews with each marquee account, demonstrating value delivered and aligning on what's next.
• Own Renewal and Responsible Expansion: Drive renewal conversations and identify legitimate expansion opportunities (vendor count, additional modules, multi-year terms) as an extension of good account management, not a sales motion.
• Build the Playbook: There is no enterprise account management function at Trestle yet. You will build the Q  cadence, escalation paths, and account health scoring from scratch.
• Cross-Functional Collaboration: Work closely with engineering, product, and the CEO so marquee account commitments are realistic and get delivered on.

• Fast domain pickup: not required to already know construction, but must show the ability to absorb technical/compliance concepts (like EMR, COI, subcontractor default insurance) quickly and explain them back credibly. This will be tested live in the interview process, not assumed from a resume.
• Real, senior-level relationship management experience: either…