Enterprise Account Executive (Remote)

PermitFlow is redefining how America builds. We’re an applied AI company serving the nation’s builders, tackling one of the largest information challenges in the economy: understanding what can be built, where, and how. Our AI agent workforce helps the fastest-growing construction companies navigate everything from permitting and licensing to inspections and project closeouts – accelerating housing, clean-energy, and infrastructure development across the country.

Despite being a $1.6T industry, construction still suffers from massive delays, wasted capital, and lost opportunity. PermitFlow has already delivered unprecedented speed, accuracy, and visibility to over $20B in development, helping contractors reduce compliance time, de-risk projects, and scale with confidence.

As the U.S. enters a new capex supercycle across data centers, factories, housing, and renewables, joining PermitFlow means building the AI infrastructure at the core of every construction project driving the next wave of reindustrialization.

We’ve raised over $90M, most recently completing our Series B, from top-tier investors including Accel, Kleiner Perkins, Initialized, Y Combinator, Felicis, and Altos Ventures, with backing from leaders at OpenAI, Google, Procore, ServiceTitan, Zillow, PlanGrid, and Uber.

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.

You’ll:

• Acquire net new enterprise logos

• Expand within existing roll-up and national accounts

• 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

• Competitive salary and meaningful equity in a high-growth company

• 100% company-paid base medical, dental, and vision coverage for employees + healthcare FSA

• 401(k) savings plan

• Unlimited PTO and paid family leave

• Home office & equipment stipend

• Daily in-office lunch and dinner provided

• Commuter benefits (pre-tax transit and parking)

PermitFlow provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, gender expression, or family status, as protected by applicable law.

We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities. All employment decisions are based on merit, qualifications, and business needs.