At Coast, we're building the financial infrastructure powering America's fleets. AI is fundamentally changing how fleets run their financial operations, and we're shaping the tools this new era requires.

Founded in 2020, Coast has become the payments and expense management platform of choice for the 500,000 fleets and 40 million vehicles that keep the country moving — giving fleet owners and operators control, visibility, and trust over how their businesses spend. 

Simplicity is our competitive advantage. In an industry where complexity is the norm, we're building something opinionated and focused: software that field workers and fleet managers actually want to use. Every member of our fully co-located team is a builder who cares deeply about bringing modern, well-crafted tools to the trades — an industry that's been underserved for too long. This mindset drives everything we do, from product decisions to hiring choices.

We're looking for a Head of Design to join the team.

In this role, you will lead by making, not managing. Someone who sets direction, establishes standards, and grows a team while staying close to the work. This is a true player-coach role: you'll lead a small but talented design team while also acting as the primary designer on one of our product squads. We don't need a design politician or a gatekeeper. We need someone in builder mode — opinionated, hands-on, and excited to shape what great looks like at Coast from the inside out.

Location & work mode

Coast is an in-person company. This role is based out of our New York City office, where our full team works together day to day. We believe great products are built by people who are in the room together — collaborating closely, moving fast, and holding each other to a high bar.

What you'll do

• Pair closely with engineering and product to initiate and complete roadmap projects, no hand-offs
• Spot opportunities to redesign or refine key screens and flows, as well as smaller quality issues and “paper cuts” as you use Coast
• Create mockups, prototypes, and high-fidelity visuals to communicate ideas and describe their execution
• Guide and inspire fellow designers through collaborative critique of work-in-progress
• Use and improve our lightweight design system components
• Help with hiring new teammates that can elevate our team and product

What we’re looking for

• 10+ years designing software, with at least 3+ years leading a design team
• A track-record of demonstrating both systems thinking and exceptional craft
• Ability to drive quality, business impact, and delight across a portfolio of products
• A player-coach mentality — you lead by doing, not just directing
• Courage to ask questions, experiment, and advocate for what you feel is right
• Humility to accept feedback, adapt your thinking, and iterate toward the best solution
• Experience with prototyping in Figma (and beyond with tools like AI, HTML/CSS)
• Ability to distill problems and feedback, then design clear, focused solutions
• Capable of transforming existing design processes into AI-assisted workflows
• Effective written and verbal communication skills

What we offer

You'll have a high-impact role with real ownership and the opportunity to shape the future of Coast’s products and services

• Competitive salary ($240,000 - $260,000) and equity 
• Company-sponsored 401(k)
• Medical, dental, and vision insurance
• Flexible paid time off (vacation, personal well being, paid holidays)
• Paid parental leave
• $400 accessories allowance (a keyboard, mouse, headphones, etc.)
• Education stipend
• Tools to help manage your financial wellness, including webinar, and access to an equity tax advisory service 
• Free lunch on Fridays

Learn how we think

• The $40M push to modernize fleet payments podcast with our founder and CEO, Daniel Simon
• Fueling the Financial Operating System for Fleets: Our Partnership with Coast ICONIQ Series B blog post

Coast is re-imagining the trillion-dollar U.S. B2B card payments and expense management infrastructure, with a focus on the country’s 500,000 commercial fleets and 40 million commercial vehicles. Our platform gives vehicle fleets control, security, and real-time visibility into their spending. We started by building a fair, transparent charge card designed specifically for mobile fleet workers, owners, and managers. Our long-term vision is to build a holistic and smart financial services platform purpose-built for this industry. Design is central to making complex financial workflows simple, intuitive, and trustworthy for users in the field and at the office.

Coast is founded and led by Daniel Simon, who previously cofounded Bread (breadpayments.com), a leading payments and credit technology firm backed by some of the world’s top VCs which was acquired for $500M+ in 2020. The company has raised $165M in total funding — our recent $40M Series B equity round was led by ICONIQ Growth with participation from Thomvest, and Synchrony. We're also backed by top fintech and mobility venture funds, including Accel, Insight Partners, Better Tomorrow Ventures, Avid Ventures, Bessemer Venture Partners, BoxGroup, Foundation Capital, Greycroft, Colle, and premier angel investors, including: Max Levchin (Affirm), Josh Abramowitz (Bread), Jason Gardner (Marqeta), William Hockey (Plaid), Ryan Petersen (Flexport), and many others.

About the Role

As Product Manager, you will own the vision, strategy, and roadmap for one of Coast’s non-fuel spend products; expanding our platform beyond fuel into the broader universe of operational expenses, including expense management, accounts payable, reimbursements, and vendor payments. You will lead a cross-functional team of engineers and designers to build products that help fleet and field-based businesses move more of their day-to-day spend onto Coast in a way that is simpler, safer, and more trusted than existing solutions. 

We’re looking for someone who is comfortable operating in ambiguity, curious about complex financial workflows, and motivated by turning messy, real-world problems into simple, intuitive products. You should be equally comfortable thinking at a systems level and getting hands-on, whether that’s pressure-testing a concept, prototyping a flow, or working closely with engineering to translate constraints into thoughtful product decisions.

Please note that this role will require you to be comfortable with working in-person at our NYC office at least 3.5 days/week on average.

What You’ll Do

• Own the vision, strategy, and roadmap for a Coast product
• Deeply understand and embody the voice of the customer
• Drive high-velocity execution with a world-class team of engineers and designers, balancing principled intuition with data-driven decision making
• Collaborate with sales, customer success and marketing to deliver a product and brand of high quality
• Marry customer insights with technical possibilities, crafting intuitive user experiences that abstract away complexity
• Prototype rapidly using tools like Cursor and Bolt to accelerate the product development lifecycle and fast-forward to production-ready products
• Stay deeply plugged into AI research, industry trends, and emergent applications, filtering signal from noise and applying it creatively to Coast’s product
• Contribute to the evolution of Coast’s product management practices as we scale AI across our platform

What You Bring

• BA/BS in an analytical field (e.g. Computer Science, Engineering, Mathematics, Physics, Applied Sciences) or equivalent technical experience
• Minimum 4 years of product management or adjacent product-building experience
• Strong customer empathy and design thinking
• Passion for AI, shown through hands-on building, prototyping, or side projects, and staying current on research and tools
• Fluency with core LLM concepts and systems, such as prompting, fine-tuning, embeddings, retrieval, and evaluation, and the judgment to translate these into reliable, user-facing products.
• Fluency with modern prototyping tools (e.g. Cursor, Bolt, Claude Code) and comfort with design/collaboration environments like Figma and Git.
• Fluency in data and experimentation, and understanding when the answer cannot be found in the data
• Proven ability to lead small, cross-functional teams toward ambitious goals with urgency and agency
• Ability to translate between technical and non-technical audiences, synthesizing complex systems into compelling narratives
• Excellent communication and storytelling skills

Nice-to-Haves

• Experience building AI products
• Experience in high-growth startups
• Experience building in finance, enterprise, or other domains requiring complex systems thinking

What We Offer

• A high-impact role with real ownership and the opportunity to shape the future of Coast’s products and services
• Competitive compensation, including:
• Annual salary: $180,000—$220,000 USD
• Equity: commensurate with level determined at the discretion of the company, with meaningful potential upside given the company’s early stage
• Benefits, including: 
• Company-sponsored 401(k)
• Medical, dental, and vision insurance
• Flexible paid time off (vacation, personal well being, paid holidays)
• Paid parental leave
• $400 accessories allowance (a keyboard, mouse, headphones, etc.)
• Education stipend
• Tools to help manage your financial wellness, including webinar, and access to an equity tax advisory service 
• Free lunch on Fridays

Coast is committed to diversity, equity, and inclusion. We are building a diverse and inclusive environment, so we encourage people of all backgrounds to apply. We’re an Equal Opportunity Employer and do not discriminate on the basis of race, color, gender, sexual orientation, gender identity or expression, age, religion, disability, national origin, protected veteran status, or any other status protected by applicable federal, state, or local law.

At Coast, we're building the financial infrastructure powering America's fleets. AI is fundamentally changing how fleets run their financial operations, and we're shaping the tools this new era requires.

Founded in 2020, Coast has become the payments and expense management platform of choice for the 500,000 fleets and 40 million vehicles that keep the country moving — giving fleet owners and operators control, visibility, and trust over how their businesses spend. 

Simplicity is our competitive advantage. In an industry where complexity is the norm, we're building something opinionated and focused: software that field workers and fleet managers actually want to use. Every member of our fully co-located team is a builder who cares deeply about bringing modern, well-crafted tools to the trades — an industry that's been underserved for too long. This mindset drives everything we do, from product decisions to hiring choices.

We're looking for a senior to staff level Product Designer to join the team.

In this role, we expect robust design skills, sharp product thinking, and the ability to engage in technical discussions. We work in small, autonomous project teams, where designers are paired tightly with engineers and product managers to explore ideas, build prototypes, deploy internal builds, and ultimately ship to customers. You will be a key element of projects from beginning to end.

Location & work mode

Coast is an in-person company. This role is based out of our New York City office, where our full team works together day to day. We believe great products are built by people who are in the room together — collaborating closely, moving fast, and holding each other to a high bar.

What you'll do

• Pair closely with engineering and product to initiate and complete roadmap projects, no hand-offs
• Spot opportunities to redesign or refine key screens and flows, as well as smaller quality issues and “paper cuts” as you use Coast
• Create mockups, prototypes, and high-fidelity visuals to communicate ideas and describe their execution
• Guide and inspire fellow designers through collaborative critique of work-in-progress
• Use and improve our lightweight design system components
• Help with hiring new teammates that can elevate our team and product

What we’re looking for

• 7+ years experience designing software
• Courage to ask questions, experiment, and advocate for what you feel is right
• Humility to accept feedback, adapt your thinking, and iterate toward the best solution
• Experience with prototyping in Figma (and beyond with tools like AI, HTML/CSS)
• Ability to distill problems and feedback, then design clear, focused solutions
• Effective written and verbal communication skills 

What we offer

You'll have a high-impact role with real ownership and the opportunity to shape the future of Coast’s products and services

• Competitive salary ($180,000—$220,000 USD) and equity 
• Company-sponsored 401(k)
• Medical, dental, and vision insurance
• Flexible paid time off (vacation, personal well being, paid holidays)
• Paid parental leave
• $400 accessories allowance (a keyboard, mouse, headphones, etc.)
• Education stipend
• Tools to help manage your financial wellness, including webinar, and access to an equity tax advisory service 
• Free lunch on Fridays

Learn how we think

• The $40M push to modernize fleet payments podcast with our founder and CEO, Daniel Simon
• Fueling the Financial Operating System for Fleets: Our Partnership with Coast ICONIQ Series B blog post