Product Design

About Shepherd

Shepherd is an MGU platform purpose-built to launch and scale commercial insurance products with speed, efficiency, and precision. Leveraging AI to eliminate administrative underwriting, we streamline workflows and drive faster decision-making, while differentiating through proprietary, industry-specific data that enhances risk selection.

We’re building a platform that incentivizes clients to adopt high-impact risk management tools—bridging the gap between available technology and its widespread underuse across construction and other commercial markets.

To date, Shepherd has raised over $20M from leading investors, including Spark Capital, Costanoa Ventures, Intact Ventures and several more.

You enjoy working in a face-paced environment working closely with leadership on defining product goals and design outcomes. You sweat the details, crafting designs and a product you’re proud to share with the world. You respond to customer feedback, oftentimes challenging our earlier assumptions and hypotheses. You enjoy experimenting with different ideas in search of the best solutions. Finally, you care about customers – especially ones who are not tech native, figuring out ways to break down complex workflows into easy-to-use ones.

As our founding designer, you will have a wide product surface area, covering customer facing products, Shepherd’s internal platform, and more.

As our founding designer, you will work closely with our engineering team and our Cofounder + CTO, Mo, taking their feedback and making fast iterations. We don't expect you to get it right the first time (no one does) but we do expect you to seek out and quickly turn around feedback both from the team and our users.

We aren't a super traditional team, but we are an extremely effective one. We love unique backgrounds, hard workers, and intelligent people who take pride in everything they do. This is a high impact, high visibility role where you will partner closely with teams across Shepherd to evaluate key questions, solve problems, and drive results.

We have offices in San Francisco and New York. We love working together in person and are looking for candidates who can be onsite at our San Francisco HQ.

• Own all of design at Shepherd, shaping our design language, branding, user experience and more

• Create a design process and review process with engineering

• Work closely with the Cofounder/CTO and Head of Product on ideation

• Work closely with customers to understand their needs and design mocks and/or prototypes to collect feedback

• Work closely with engineering to make sure we’re building products that are easy to use and intuitive

You would be our dream candidate if….

• 5+ years of experience, preferably at a SaaS company

• Experience shipping at least one full product or a significant feature as the lead designer

• Experience iterating with engineers and other team members on both visual and UX designs to get the experience and details just right

• Great presentation, collaboration and communication skills

• Fluency in Figma and prototyping tools

• Understanding of the technical limitations and workflow for building web interfaces

Premium Healthcare
100% contribution to top-tier health, dental, and vision

Unlimited PTO
Flexibility to take the time off, recharge, and perform

SF, NYC, or Dallas Fort Worth Offices
Premium office spaces on both coasts with daily lunches provided

Professional Development
Access to premium coaching including leadership development

401(k) Plan
Competitive 401(k) plan offered

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