Enterprise Account Executive

PermitFlow

$120K — $180K *
Real Estate & Construction
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years of enterprise SaaS sales experience, especially in construction-tech or related fields.
  • Proven record of closing complex deals exceeding $1M with multiple stakeholders.
  • Familiarity with home services contractors, general contractors, or developers.
  • Ability to navigate executive relationships and procurement processes.
  • A builder mentality, eager to create processes in a high-growth startup environment.

Responsibilities

  • Own the complete sales cycle from prospecting to closing enterprise accounts.
  • Lead multi-threaded deals involving executives across various business divisions.
  • Create and implement account strategies for new and rolling accounts and partnerships.
  • Develop ROI-driven business cases for presentations to C-suite stakeholders.
  • Collaborate with cross-functional teams to ensure solution success and positive outcomes.
  • Maintain accuracy in forecasting, pipeline health, and deal transparency.
  • Provide valuable insights to enhance the enterprise go-to-market strategy and product roadmap.

Benefits

  • Competitive salary and significant equity opportunities.
  • Comprehensive medical, dental, and vision insurance provided.
  • Flexible paid time off and family leave policies.
  • Stipend for home office setup and equipment.
  • Hybrid work model with three in-office days per week and meals provided.
Full Job Description
Our HQ is in New York City with a hybrid schedule (3 in-office days per week). We prefer NYC-based candidates or those open to relocation.

Why PermitFlow Wants You

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.

What You'll Do
  • 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
Who You Are
  • 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
How Success Will Be Measured
  • 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


What We Offer (Full Time Roles Only)
  • 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)

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