Enterprise Account Executive (Remote)

This role is foundational. You’ll help shape PermitFlow’s enterprise motion—working directly with the VP of Sales, CEO, and other leaders to build the playbook that wins at the highest levels of construction-tech.

We’re seeking a proven closer with 8+ years of enterprise SaaS sales experience, ideally in construction-tech or adjacent industries (PropTech, InsurTech, Field Service software). You thrive in complex, multi-stakeholder deals ($1M+ in scope), and you’re motivated by both the mission and the career upside of joining a company at this stage.

- Convert pilots into multi-division and enterprise-wide partnerships

This is a high-stakes, high-upside opportunity in a massive and fragmented market.

- Own the full sales cycle for enterprise accounts—prospecting, discovery, business case development, negotiation, and close

- Lead complex, multi-threaded deals with executives, operators, and procurement across multiple business units

- Develop and execute account strategies for net new, expansion, and PE roll-up accounts

- Build ROI-driven business cases that resonate with C-suite and board-level stakeholders

- Collaborate cross-functionally (Solutions, CS, Product, Marketing, SDR) to scope solutions and ensure successful outcomes

- Maintain forecasting accuracy, pipeline hygiene, and deal visibility throughout long sales cycles

- Provide insights to GTM and Product leadership to shape our enterprise motion and roadmap

- Travel as needed for customer meetings, conferences (e.g. Pantheon), and roll-up HQ visits

- Enterprise Sales Expert: 8+ years of enterprise SaaS sales with a strong record of closing complex, multi-stakeholder deals over $1M+

- Industry Knowledge: Construction-tech experience strongly preferred; experience with home services contractors, GCs, or developers a plus

- Strategic Seller: Skilled at navigating executive relationships, procurement, and multi-division rollouts

- Problem-Solver & Storyteller: Capable of surfacing operational pain points and building compelling, ROI-backed business cases

- Builder Mentality: Excited to join a high-growth startup in build mode, helping define the enterprise GTM playbook from the ground up

- Mission-Driven: Energized by transforming how infrastructure gets built and scaling technology in one of the largest industries in the world

- Closing multi-stakeholder, enterprise-level deals with long sales cycles

- Driving both new logo acquisition and expansion within existing accounts

- Building repeatable, scalable sales processes that inform PermitFlow’s enterprise motion

- Strength of executive relationships and ability to navigate PE roll-up strategies