PermitFlow

Head of Design

New York City, NY

Sponsorship not specifiedDetected 72 days ago

RESTDesign SystemsCustomer SuccessLeadershipCommunicationCollaboration

About the role

In this role, you will define how our product looks, feels, and works.
This is a player-coach leadership role that requires exceptional craft, strong product judgment, and the ability to operate both strategically and hands-on in a fast-paced startup environment.

Build and lead PermitFlow's design organization, evolving it into a strategic partner embedded across the business.
Hire and develop a team of product and brand designers to support stakeholders across Product, Engineering, GTM, Customer Success, Operations, and more.
Define PermitFlow's design strategy, including design system architecture, quality standards, critique processes, and cross-functional collaboration models.
Do hands-on design work yourself, particularly on the workflows and product areas that set the quality bar for the rest of the team.
Own and evolve the design system to ensure consistency, scalability, and coherence across the product as the company grows.
Establish consistent quality standards and review processes across the organization, ensuring what ships to production matches design intent.
Partner closely with leadership to drive design quality that directly impacts business metrics, including activation, retention, and customer satisfaction.
8+ years of product design experience, with deep expertise in B2B SaaS. Experience designing complex workflow products with data-dense interfaces and domain-expert users.
Proven experience building design teams and functions from early-stage to scale.
Player-coach mentality with the ability to do hands-on design work while simultaneously building and scaling a team.

Experience designing complex workflow products with data-dense interfaces and domain-expert users.
3+ years of experience leading and managing design teams, ideally in a high-growth startup or technology company.
Ability to balance strategic thinking with hands-on execution in a fast-moving environment.

Competitive salary and meaningful equity in a high-growth company
100% company-paid base medical, dental, and vision coverage for employees + healthcare FSA
Unlimited PTO and paid family leave
Home office & equipment stipend
Commuter benefits (pre-tax transit and parking)
Set the vision for how AI transforms the design function, driving adoption of AI tools and evolving workflows across the team.

What We're Looking For
We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.

This listing is sourced directly from PermitFlow's careers page and normalized into a canonical job model.