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Head of Operations

200k – 260kNew York, NYBusiness OperationsHybrid7+ YOE
Summary

Leads and scales operations organization handling permitting workflows, customer onboarding, and service delivery. Partners with Sales, CS, Product, and Engineering to automate processes and drive growth in high-growth tech environment. Requires 7+ years ops experience managing large teams.

About the role

What You’ll Do

  • Lead and scale PermitFlow’s core operations organization.
  • Manage a team of Operations Managers and Operations Leads supported by a global workforce.
  • Partner with Sales and Customer Success to onboard prospective and new customers and help convert them into long-term partnerships.
  • Own customer operations, ensuring customers receive reliable, high-quality service that drives retention and expansion.
  • Work closely with Product and Engineering to identify opportunities for automation and AI-enabled workflows.
  • Build systems, metrics, and processes that enable the operations team to scale efficiently as the company grows.

What We’re Looking For

  • 7–12+ years of experience in operations, with at least 3–4 years in a senior leadership role managing managers and large teams
  • Strong operator who can balance strategy, systems design, and execution.
  • Experience scaling operational processes in a high-growth environment.
  • Comfortable working cross-functionally with product and engineering teams.
  • Proven track record scaling operations in a high-growth startup or tech-enabled services company
  • Experience managing teams at meaningful scale (100+ people)
  • Strong commercial instincts you understand how operations connects to revenue, retention, and growth
  • Data-driven decision maker who can define the right metrics, interpret them, and act on them
  • Experience working alongside or within a product/engineering organization; comfort with technology as a core enabler of operational performance
  • Excellent communicator and cross-functional partner; you can hold your own in a room with Sales, Engineering, Finance, and the executive team

Nice to have:

  • Experience in marketplaces, services businesses, or tech-enabled operations.
  • Experience implementing automation or AI in operational workflows.
  • Exposure to construction, permitting, or real estate development.
Skills
Operations ManagementTeam ScalingCross-functional CollaborationMetrics and AnalyticsProcess AutomationAI WorkflowsCustomer OnboardingRevenue OperationsRetention StrategiesSystems Design
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