Head of Operations

PermitFlow

Head of Operations leading operational excellence at PermitFlow, an applied AI company transforming construction processes. Manage multi-layered operations organization for customer growth and retention.

Posted 5/5/2026full-timeNew York City • New York • 🇺🇸 United StatesLead💰 $200,000 - $260,000 per yearWebsite

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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
Experience in construction, real estate, permitting, or government services is a plus but not required.

Benefits

Comp & perks

Offers Equity
Offers Bonus

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

operations managementsystems designdata analysismetrics definitionautomationAI-enabled workflowsscaling operational processeshigh-growth environmentteam managementcross-functional collaboration

Soft Skills

leadershipcommunicationstrategic thinkingcommercial instinctsdata-driven decision makingpartnership buildingproblem solvingadaptabilityteam buildingexecution