Principal Designer & Product Manager

Recruiting From Scratch•San Francisco, CA

4d•Remote

About The Position

This role is for a Principal Product Designer & PM who will decide what to build, design it themselves, and own the design system behind it. Reporting to the Head of Product, you’ll own how the company finds and keeps members across 16 states (and growing). This involves deciding on designs to help members make complex decisions, what to build or retire, and how these decisions impact the company's P&L and Trustpilot rating. Uniquely, while tackling nuanced product designs, you’ll also own the design system and tooling that Product uses. This means owning not just the product development, design, deployment, and iteration cycle for a specific feature, but also the design infrastructure behind it. The company believes that high-capability, high-ownership designers function as Product Managers in their own right, and that design infrastructure needs to live with its primary users in Product, not isolated from them. You will be responsible for making critical decisions within your first 90 days, such as addressing payment flow issues, creating new design patterns for quote screens with state-specific nuances, and responding to regulatory shifts that impact product economics. You will have thought partners across engineering, growth, risk, and insurance, but you will not be managed. You will form views on members and business economics by leveraging domain experts and conducting your own reviews. You are expected to have opinions, bring data, bring prototypes, and be willing to be wrong in public.

Requirements

8+ years as a product designer.
Experience pulling data, working with engineering, and managing roll-out, testing, and iteration.
A portfolio that proves experience going from 0 to 1, shipping flows designed and owned the metrics for.
Data-driven with hands-on A/B testing, funnel analysis, and experimentation skills.
Figma-native; fluent in wireframing, prototyping, information architecture; strong visual design skills.
Strong project management skills, with experience working closely with senior engineers.
Experience building or maintaining a design system.
Relentless customer advocate, performing user research and finding data to address unique needs.
Excited to apply the latest AI tools to make us work faster and more efficiently.
Ability to seek simple, elegant solutions to complex problems.
Value over-communication, rapid collaboration, and candid feedback.

Nice To Haves

Experience in fintech or a highly regulated industry.
Experience running hands-on or field user research.

Responsibilities

Decide what to build and own the product development, design, deployment, and iteration cycle for features.
Own the design system and tooling that Product uses.
Design solutions to help members make complex decisions.
Manage the impact of product decisions on the company's P&L and Trustpilot rating.
Address issues in core payment flows, including drop-offs and A/B testing.
Create new design patterns for quote screens, balancing product interactions with pricing transparency and state-specific design customization.
Respond to regulatory shifts that impact product economics, potentially involving designing new product approaches, renegotiating carrier economics, or winding down business.
Form views on members and business economics by pulling on domain experts and reviewing data.
Apply the latest AI tools to make design processes more efficient.