Jerry's Enterprises, Inc.

Senior Product Designer (Remote)

Jerry's Enterprises, Inc. β€’ $90K β€” $130K *
Consumer Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of product design experience, preferably in consumer-facing applications
  • Strong proficiency in Figma and design systems across platforms
  • Proven ability to design iteratively with real user data
  • Deep empathy for users and their needs in product design
  • Capability to thrive in a fast-paced, ambiguous environment

Responsibilities

  • Take full ownership of design features from initial concept to final launch
  • Collaborate cross-functionally with product, engineering, and data teams
  • Define and enhance the visual design system across multiple platforms
  • Utilize user research and feedback to refine designs after launch
  • Contribute to team processes, documentation, and design rituals

Benefits

  • Fully remote work options with optional in-office presence
  • Comprehensive health benefits including dental, vision, and mental health support
  • 401K matching and flexible equity structures
  • Accelerated career growth with high visibility and mentorship opportunities
Full Job Description
You could be a product designer anywhere. Why join us?

If you've spent time at top agencies, you've likely honed your ability to think systemically, design with intent, and move fast. But agency work often ends at the client handoff. At Jerry.ai , you'll bring your craft and critical thinking into our foundational design team - where you can shape the product end-to-end, iterate based on real user feedback, and help build the design culture you want to work in.

πŸš— About the opportunity
  • Jerry.aiis a profitable Series C consumer startup, serving over 5M+ customers and making car ownership more accessible and affordable for all - insurance, car diagnostics, safety, roadside, and more. Backed by $240M+ and growing quickly.
  • Our design team is still small (currently 2 designers), giving you direct access to founders and leaders, and autonomy to shape our product and process.
  • Work closely with experienced founders and leaders who have high craft and high expectations.


What you'll own
  • End-to-end ownership of feature design-from concept to launch and iterations based on real user data including flows, wireframes, prototypes, and high-fidelity UI.
  • Collaborate with product, engineering, and data to explore and validate ideas.
  • Help define and evolve our visual design system across platforms (mobile, web)
  • Use research, user feedback, and testing to refine designs post-launch.
  • Contribute to how design operates - from team rituals to documentation and tooling.
  • Raise the bar for craft across the company through strong visual and interaction design.


Who you are
  • You have high visual standards, unafraid to push pixels and refine design systems.
  • You are comfortable with agency-style speed but are ready to trade scoped briefs for broader ownership.
  • You're curious, thoughtful, and deeply empathic to the users you are designing for.
  • You're comfortable in ambiguous environments and enjoy working through complexity.
  • You're skilled in Figma.
  • You're familiar with consumer-facing products and platform design systems (iOS/Android/web).


Compensation & perks
  • Competitive salary and stock options (equity ownership in our company), flexible cash vs equity structure based on your preference.
  • Fully remote work with hubs in San Francisco, New York, Toronto, Palo Alto (in-office optional).
  • Comprehensive benefits (401K match, health, dental, vision, mental health support, etc).
  • Accelerated career growth: high visibility with leaders, mentorship, ownership and influence.


While we appreciate your interest and application, only applicants under consideration will be contacted.

Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws.

Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at [email protected]

About Jerry.ai:

Jerry.ai is America's first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets.

Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all.

We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers - and we're just getting started.

Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing.

Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that's disrupting a massive market.

About Jerry's Enterprises, Inc.

Jerry's Enterprises, Inc. is an operator of County Market, Cub Foods, Jerry's Foods and Save-a-Lot grocery stores headquartered in Edina, Minnesota. Jerry's Foods is the largest Cub Foods franchise in the United States and runs 20 retail supermarkets in the Twin Cities, 2 in Wisconsin and 10 in Florida. Additionally Jerry's owns 4 Liquor stores, 5 Hardware stores, and 2 Print Shops, as well as additional property interests. Jerry's Enterprises was founded in 1947 by CEO Gerald A. Paulsen. In 2004, the company expanded into Wisconsin with the purchase of two County Market stores from Dick Schmitz, a Hudson businessman, for an undisclosed price. In 2014, Jerry's purchased 7 Rainbow Foods stores from Roundy's, a Milwaukee company. 4 converted into Cub Foods and 3 remained Rainbow until they were converted or closed. All are located in Minnesota.
Learn more about Jerry's Enterprises, Inc.

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