Enterprise Sales Director

Why PermitFlow Wants You
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

Report to the Head of Enterprise Sales and help 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