Head of Design

What You'll Do

• 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.
• 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

• 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.
• 3+ years of experience leading and managing design teams, ideally in a high-growth startup or technology company.
• Proven experience building design teams and functions from early-stage to scale.
• Exceptional craft across typography, layout, spacing, hierarchy, color, interaction, and polish. Systems thinking, not just good-looking screens.
• Player-coach mentality with the ability to do hands-on design work while simultaneously building and scaling a team.
• Active AI fluency, with AI tools integrated into your daily design workflow. Strong opinions on how AI is changing the way designers work and a track record of evolving your own process accordingly.
• Strong experience standing up design processes, including critique rituals, quality gates, design-eng collaboration, and design system governance.
• Excellent communication and collaboration skills, with the ability to partner closely with Product and Engineering leadership and hold your own in strategic and technical conversations.
• Ability to balance strategic thinking with hands-on execution in a fast-moving environment.

What We Offer

• 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)