Enterprise Account Executive – Commercial & National Accounts

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 owns our most strategic buyers: the owners, developers, retailers, and national builders running multi-site programs across the country — the Amazons, Walmarts, big-box retailers, restaurant and fitness franchises, data center developers, and more whose growth lives and dies by permitting predictability.

For these accounts, permitting isn't a back-office task — it's the gating item on every store opening, every facility buildout, every site in the pipeline. A single program can span hundreds of locations across dozens of jurisdictions. You'll sell PermitFlow as the system of record and intelligence layer that brings forecasting accuracy and predictability to their entire portfolio.

We're seeking a proven closer with 8+ years of enterprise sales experience, ideally selling into commercial real estate, retail/restaurant development, construction-tech, or adjacent industries (PropTech, field service software). You thrive in complex, multi-stakeholder deals ($1M+ in scope) with long sales cycles, 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 among national owners, retailers, and developers

• Expand within existing national accounts — new divisions, regions, and use cases

• Convert pilots and single-program wins into enterprise-wide, portfolio-level partnerships

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

• Own the full sales cycle for strategic commercial and national accounts — prospecting, discovery, business case development, negotiation, and close

• Lead complex, multi-threaded deals across real estate, construction, facilities, procurement, and operations leaders at national brands

• Develop and execute account strategies for net new logos, multi-site program expansion, and portfolio-wide rollouts

• Build ROI-driven business cases tied to time-to-open, schedule certainty, and capital efficiency that resonate with C-suite, real estate, and construction leadership

• Translate the realities of multi-jurisdiction permitting into clear, quantified value for owners and builders managing national programs

• Collaborate cross-functionally (Solutions, CS, Product, Marketing, BDR) to scope solutions and ensure successful program rollouts

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

• Provide insights from the field to GTM and Product leadership to shape our commercial enterprise motion and roadmap

• Travel as needed for customer meetings, industry conferences, and on-site program kickoffs

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

• Top Performer: Consistent top 10% of peers, President's Club, or >120% attainment across multiple years and multiple companies

• Commercial / National Account Knowledge: Experience selling to owners, developers, national retailers, restaurant/franchise builders, data center or clean-energy developers, GCs, or commercial real estate strongly preferred

• Strategic Seller: Skilled at navigating executive relationships, procurement, security reviews, and multi-division / multi-site rollouts

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

• Methodology-Driven: Fluent in a modern sales methodology (MEDDPICC, Command of the Message, Sandler, etc.) and disciplined about pipeline and forecasting

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

• Credible with Operators: Plainspoken, no-jargon, and genuinely curious about how things get built — buyers in this world buy from people they like and trust

• 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 national owners, retailers, and developers

• Driving both new logo acquisition and portfolio expansion within existing accounts

• Converting single-program pilots into enterprise-wide, multi-site partnerships

• Building repeatable, scalable processes that inform PermitFlow's commercial enterprise motion

• Strength of executive relationships and ability to navigate complex, multi-site rollout 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.

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.