Sr. Product Designer
About HopSkipDrive
At HopSkipDrive , our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation. Through our marketplace, we connect kids to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts across the country.
Founded by three moms as a solution to their own transportation challenges, we've now facilitated more than five million rides across over over 20states. We continue to grow rapidly — earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date.
How we work
We use AI every day, and not as a productivity add-on. It's woven into how we work at every level. We're rethinking how work gets done, who does what, and what a small team can accomplish. If you've already built AI into how you work, you'll hit the ground running. If you haven't, you'll need to be ready to learn fast and work differently than you have before.
Who We Are
Our Product Design team is at the forefront of crafting intuitive, impactful, and user-centered experiences that power our innovative marketplace and software solutions. We're passionate about high standards of design craft and accessibility, and we thrive on deep collaboration with our Product, Engineering, and Data teams. As we evolve, we're keenly focused on how AI integration will reshape user journeys, transparency, control, and trust within our emerging products. We're seeking a Senior Product Designer to lead complex, high-visibility design initiatives, raise the bar on design craft, and help pioneer new levels of design excellence. Our work spans high-stakes enterprise tools, dynamic consumer mobile applications, and robust internal systems, all unified by our unwavering commitment to safety, empathy, and intelligent simplicity.
As a Senior Product Designer, you will take the lead on complex design projects that significantly impact HopSkipDrive 's usability and visual appeal. You will create end-to-end design solutions, from conceptual exploration to detailed interaction design, while advocating for user needs throughout the development process. You are expected to provide mentorship to junior designers and leverage user feedback and data to make informed design decisions that align with business goals. You'll:
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Lead Strategic Design Initiatives: Contribute to product design vision and strategy, applying systems thinking to complex challenges and leading design initiatives that address strategic product opportunities across HopSkipDrive 's portfolio.
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Define Patterns & Consistency: Define UX patterns and ensure consistency across products, developing and implementing scalable design systems and components with strong proficiency in design tools, prototyping, and accessible design.
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Drive Research-Informed Decisions: Conduct strategic design research to identify long-term opportunities, integrate user research and data analysis into strategic product decisions, and synthesize complex findings into clear, actionable insights.
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Lead AI-Accelerated Discovery: Lead discovery phases using AI tools to synthesize research at a speed and depth not possible manually, bringing sharper, data-backed rationale into cross-functional design strategy conversations, and evaluating which design problems are strong candidates for AI-powered solutions.
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Design AI-Powered Features: Design high-quality AI-powered product features with well-defined interaction patterns, error states, and edge cases — bringing a discerning eye to AI tool outputs and iterating with intent.
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Mentor & Elevate the Team: Mentor other designers, facilitate design workshops and critiques, foster a collaborative design culture, and help establish team norms for effective, critical use of AI tools.
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Communicate & Influence: Comm