Founding Product Designer

Effective AI

• $160K — $240K *
Finance & Insurance
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years of product design experience with senior-level ownership potential.
  • Strong portfolio showcasing interaction and visual design skills with clear contributions.
  • Hands-on experience with AI agents and modern AI tools like Cursor or Claude Code.
  • Ability to navigate from ambiguity to well-crafted products without sacrificing quality.
  • Collaborative mindset with a focus on creating reusable design patterns for team efficiency.

Responsibilities

  • Define user interactions with AI agents in complex insurance workflows.
  • Simplify dense enterprise processes into coherent product experiences through customer insights.
  • Design agent experiences that clarify system plans and user interventions.
  • Prototype and ship designs rapidly using Figma and AI tools.
  • Establish reusable interaction patterns and lightweight design systems for scalability.

Benefits

  • Flexible PTO
  • Highly competitive salary & meaningful equity
  • Best-in-class medical, dental & vision insurance
  • 401k with up to a 4% company match
  • $1,200 annual learning and development stipend
  • Catered lunches
  • Commuter benefits for Bay Area employees
  • Home office stipend for remote employees
  • Mentorship from experienced founders and access to an elite investor network
  • Team building events & happy hours
  • Company Offsites
Full Job Description
Founding Product Designer

What You'll Do

As our Founding Product Designer, you will define how non-engineers work with AI agents across complex, high-stakes insurance workflows. This is not a screen-by-screen execution role. You will shape the systems, guardrails, and interaction patterns that make powerful AI clear, controllable, and trustworthy, moving from early product thinking through shipped details with customers, insurance experts, founders, and engineers.

More specifically, you will:
  • Turn dense enterprise workflows and complex systems into simple, coherent product experiences by learning directly from customers and insurance experts.
  • Design agent experiences that make the system's plan, progress, evidence, uncertainty, approvals, and recovery clear, and give users the right moments to steer or step in.
  • Prototype and ship quickly with engineering, using Figma and modern AI building tools to move from rough ideas to polished, implemented interactions.
  • Create reusable interaction patterns and lightweight design-system foundations, including components engineers can use independently, so design quality scales without becoming a bottleneck.


Who You Are

We're looking for an ambitious product designer with exceptional taste, strong systems thinking, and the range to move quickly from ambiguity to a clear, well-crafted product.
  • You have 3+ years of relevant product design experience and are ready to operate with senior-level ownership. A Senior title is not required.
  • Your portfolio shows excellent interaction and visual craft, clear personal contribution, and a track record of turning complex systems or multi-step workflows into simple experiences.
  • You have hands-on experience designing or building with AI agents and are comfortable using modern AI tools such as Cursor, Claude Code, or equivalent. Shipped work is welcome; serious prototypes, side projects, research, or open-source work also count.
  • You move fast without lowering the craft bar, reason from first principles, and can distinguish a behavior or systems problem from a styling problem.
  • You collaborate closely with engineering and product, explain decisions clearly, and create patterns that help others make good design decisions without needing you to own every screen.


Helpful, not required
  • Experience designing for enterprise or business users, especially in regulated, analytical, or document-heavy domains.
  • Comfort with HTML/CSS and contributing to a shared component system such as Storybook.


Role Details
  • Location: San Francisco, CA
  • Work Model: Hybrid, 3 days in office
  • Compensation: The estimated base salary range for this role is $160,000-$240,000, depending on experience and skill set. In addition to base salary, we offer competitive equity and benefits. Final compensation will be determined based on experience, and qualifications.


Benefits:
  • Flexible PTO
  • Highly competitive salary & meaningful equity
  • Best-in-class medical, dental & vision insurance
  • 401k with up to a 4% company match
  • $1,200 annual learning and development stipend
  • Catered lunches
  • Commuter benefits for Bay Area employees
  • Home office stipend for remote employees
  • Mentorship from experienced founders and access to an elite investor network
  • Team building events & happy hours
  • Company Offsites

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