Director, Product Design

Meet Swiftly Swiftly is on a mission to help cities move more efficiently. We are the leading transit data platform for agencies to share real-time passenger information, manage day-to-day operations, and improve service performance. Today, over 190 transit agencies in 12 countries – including LA Metro, MARTA, SEPTA, and MBTA – rely on Swiftly to improve on-time performance by up to 40% and increase passenger information accuracy by up to 50%. The result is better service reliability, increased ridership, and more efficient transit operations. Swiftly's HQ office is located in San Francisco, CA, but we’re a fully distributed team open to candidates in most U.S. locations as well as Ontario and British Columbia, Canada. (At this time we are unable to provide Visa sponsorship.) The Role We’re looking for a strategic, visionary, and hands‑on Director of Product Design to lead Swiftly’s design practice, elevate the craft, and shape the future of our products that improve mobility in cities of all sizes. Reporting to the Chief Product Officer, you’ll lead and grow a talented design team and partner closely with Product Management and Engineering leadership to build a world‑class, cross‑functional product organization. You’ll set the design vision, scale our design systems and operations, and ensure our experiences are both powerfully functional and beautifully intuitive. What you’ll do You will work closely with Product Management and Engineering leadership to build a cross‑functional product development engine that understands the power of design and emphasizes product experience, lovability, and impact. Drive and garner buy‑in for a holistic overarching vision that brings our Company and Product strategy to life, sharing this vision with leadership and the company at large to catalyze, align, and energize the organization. You’ll set the standard for design experiences across native mobile, web platform, and agentic workflows, balancing refined design opinion with direct usage and anecdotal feedback to keep products intuitive, fresh, and focused on solving real problems. You’ll realize a cadence of rapid iteration and execution, encouraging designers to share early and often, make decisions with the right amount of information, drive alignment across functions with living prototypes, and maintain dev‑ready designs in lock‑step with development. You’ll refine and scale our design practices—maturing our design system, systematizing user research, and making design reviews excellent—bringing learnings from your own design work and emerging best practices as the design ops landscape evolves. Represent Product Design and the greater Product Org alongside Product Management and Engineering in company leadership meetings, bringing customer pains and insights to life to inform strategy. You’ll build on Swiftly’s culture of curiosity, feedback, and inclusion, helping designers stretch their craft, challenge ideas with care, and grow through collaboration. What we’re looking for 10+ years of product design experience, with 5+ years in leadership roles. A very good designer in your own right, you are an engaged and experienced manager who keeps your design skills sharp. Proven success shaping design strategy for B2B or B2B2C products with consumer‑grade usability standards. Experience hiring and coaching junior and senior designers through the full lifecycle of design, from conception to completion, sharing the vision through design explorations, documentation, and presentations. Proven ability to scale design orgs and systems in a matrixed, cross‑functional team environment. Experience creating and maintaining multi‑platform design systems (mobile, desktop, APIs, etc.). Hardware a plus. Deep expertise in making complex, data‑heavy applications feel specially crafted and delightful for users. Experience designing thoughtful AI/ML‑powered products that not only solve problems but also build customer trust. Strong storytelling and communication skills—able to synthesize complexity and drive alignment across leadership. Beyond the Skills Team. Together, we are more effective and better supported. Impact. Drive impact for our customers, our company, and all our teams. Diversity. See differing perspectives as ways to address our weaknesses and find new strengths. Communication. Assume others internally and externally have good intentions. Feedback. We share feedback because we want each other to grow professionally and personally. Growth. Foster personal, professional, and company growth. How We Stay Connected As a Distributed Team Team meetups and transit agency on sites to deepen industry and customer knowledge. Annual offsites in new cities where we meet customers and explore together. Volunteering events that give back to our communities. Regional hubs and coworking spaces for in‑person collaboration. Swiftly’s Total Compensation Package Competitive salary and equity for every employee. Medical, dental, and vision coverage with inclusive fertility and family‑planning benefits. Retirement with Employer Match (401(k)/RRSP). Flexible Spending Account (FSA). Home office and monthly internet reimbursements. “Be Well” stipend for whatever helps you recharge. Flexible PTO with a recommended minimum. 16 paid holidays plus 8 weeks of fully paid parental leave. A flexible, remote‑first culture where outcomes matter most. Why You’ll Love Working Here We are a team of curious builders, empathetic problem solvers, and public transit enthusiasts who believe technology can make cities more connected and sustainable. We work hard, laugh often, and care deeply about our teammates, our customers, and the communities we serve. We’re a mission‑driven, fully distributed company that believes better design can change the world of transit. Our products directly improve how millions of people move through their cities each day. Swiftly is an equal opportunity employer. We are committed to building a diverse, dynamic, and inclusive workplace that reflects the communities we serve. Note: Because we work with public agencies, we participate in E‑Verify. #J-18808-Ljbffr