Enterprise Sales Director

PermitFlow

$150K — $180K *
Real Estate & Construction
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in enterprise SaaS sales, with 1-2+ years in a management role
  • Proven track record of building and scaling sales teams
  • Ability to lead multi-division sales deals valued at $1M+
  • Preferred experience in construction-tech and related industries
  • Proficient in CRM systems and sales analytics tools
  • Strong skills in problem-solving and crafting ROI-driven business cases
  • Ability to build effective cross-functional partnerships

Responsibilities

  • Own revenue, forecasting, and daily execution for the enterprise sales team
  • Execute segment-wide strategy with a standardized sales process
  • Recruit, lead, and develop the enterprise sales team while fostering a culture of accountability
  • Refine scalable sales processes that enhance PermitFlow's enterprise motion
  • Coach the team through complex deals involving multiple stakeholders
  • Drive acquisition of new logos and expand existing accounts into enterprise partnerships
  • Collaborate with cross-functional teams to align sales and customer success efforts

Benefits

  • Competitive salary with equity opportunities
  • 100% company-funded medical, dental, and vision plans
  • 401(k) savings plan to support long-term financial goals
  • Unlimited PTO and family leave for work-life balance
  • Home office stipend to enhance remote work experience
  • Daily meals provided in the office to support employee wellbeing
  • Commuter benefits for transit and parking expenses
Full Job Description
We're looking for an Enterprise Sales Manager to lead a team of enterprise Account Executives that wins at the highest levels of construction-tech. Reporting to the Enterprise Sales Director, you'll own day-to-day execution and revenue for your team and book of accounts, while helping execute the enterprise playbook in a massive, fragmented market.

This role requires creativity, grit, operational excellence, and a hands-on coaching style. You thrive in fast-growing environments disrupting an entire industry, you take a thoughtful approach to developing talent, and you lead from the front in complex, multi-stakeholder deals ($1M+ in scope).

This is a high-stakes, high-upside opportunity to help scale PermitFlow's enterprise motion.
What You'll Do
  • Own revenue, forecasting, and day-to-day execution for your team of enterprise Account Executives and assigned accounts, leveraging data to inform tactics
  • Execute the segment-wide strategy with a consistent, repeatable enterprise motion
  • Recruit, lead, coach, and develop your team of enterprise Account Executives - driving performance management, career development, and a high-accountability, high-trust culture
  • Help refine and reinforce repeatable, scalable sales processes that standardize PermitFlow's enterprise motion
  • Lead and coach the team through complex, multi-threaded deals with executives, operators, and procurement across multiple business units and PE roll-up accounts
  • Drive both net-new logo acquisition and expansion within existing roll-up and national accounts, converting pilots into multi-division, enterprise-wide partnerships
  • Partner cross-functionally (Solutions, CS, Product, Marketing, SDR, RevOps) to scope solutions, align the sales process with customer success, and ensure successful outcomes
  • Build and review ROI-driven business cases that resonate with C-suite and board-level stakeholders
  • Maintain forecasting accuracy, pipeline hygiene, and deal visibility across long enterprise sales cycles
  • Surface field and customer insights to the Enterprise Sales Director and GTM leadership to inform the enterprise roadmap and go-to-market strategy
  • Leverage automation, modern sales tooling, and AI-driven tools to streamline processes, optimize performance, and increase conversion
  • Travel as needed for customer meetings, conferences (e.g. Pantheon), and roll-up HQ visits
Who You Are
  • Emerging Sales Leader: 5+ years in enterprise SaaS sales, with 1-2+ years of management or team-lead experience (player-coach background a plus)
  • Builder of Teams & Systems: Track record of scaling sales teams, building repeatable systems, and consistently exceeding ambitious revenue targets
  • Strategic Seller: Skilled at navigating executive relationships, procurement, and multi-division rollouts; comfortable leading deals over $1M+
  • Industry Knowledge: Construction-tech experience strongly preferred; experience with home services contractors, GCs, developers, or adjacent industries (PropTech, InsurTech, Field Service software) a plus
  • Data-Driven Operator: Fluent in CRM systems, sales automation tools, and performance analytics; turns complexity into clear, actionable plans
  • Problem-Solver & Storyteller: Surfaces operational pain points and builds compelling, ROI-backed business cases
  • Cross-Functional Partner: Builds senior-level relationships quickly and effectively, especially with Product and Marketing
  • Mission-Driven: Energized by transforming how infrastructure gets built and scaling technology in one of the largest industries in the world. Growth mindset, bias for action, and a love for innovation.
How Success Will Be Measured
  • Your team's attainment against enterprise revenue and pipeline targets
  • New logo acquisition and expansion within your assigned accounts
  • Contribution to repeatable, scalable sales processes that inform PermitFlow's enterprise motion
  • Strength of executive relationships and the team's ability to navigate PE roll-up strategies
  • Hiring, retention, and development of a high-performing enterprise sales team
  • Effective execution of the Enterprise Sales Director's strategy across your team
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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