Product Designer II, Agent Experience - Bestow

About Bestow

Bestow is a leading vertical technology platform serving some of the largest and most innovative life insurers. Our platform unifies the fragmented, legacy value chain, enabling carriers to launch products in weeks instead of years. Carriers choose us to scale and operate at unprecedented speed, powered by AI and automation.

Backed by leading investors (Goldman Sachs, Hedosophia, NEA, Valar, 8VC) and trusted by major carriers, Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities.

About the Team

You will join the Agent Experience Team — the team shaping how insurance agents, wholesalers, and back-office teams quote, illustrate, and start a policy. That means product illustrations for indexed universal life, agent distribution integrations (single sign-on, application pre-fill, case status, quoting and pricing), wholesaler and back-office workflows, and the front half of the customer funnel that hands off into application and checkout.

You will report to the Senior Design Manager, New Business, and work in close collaboration with the Staff Product Designer for New Business.

What You'll Do

Bestow is seeking a Product Designer II to own design execution for the Agent Experience — turning agent, wholesaler, and distribution workflows into experiences that are fast, clear, and credible to the professionals who use them and the partners who evaluate them.

This team is prototype-first. You'll work in Figma and in coded prototypes — often in shared repos alongside engineering and product — using AI tooling to move faster without sacrificing judgment.

As a member of the team, you will:

• Own end-to-end design for assigned initiatives — from problem framing and research through prototyping, validation, and implementation partnership
• Design for multiple distinct user types in one system — independent agents, wholesalers, and internal back-office teams — including role-based permissions and data import workflows
• Conduct and synthesize research through user interviews, usability testing, and data analysis, including moderated sessions with external agents
• Shape solutions in partnership with product managers — helping define problems, outline approaches, and establish success criteria when requirements are still forming
• Create user flows, diagrams, Figma designs, and coded prototypes that communicate direction clearly to stakeholders, engineering, and external partners
• Navigate and collaborate in shared code repositories — reading existing prototypes, iterating in an IDE with AI assistance, and partnering with engineers during implementation
• Design integration experiences where the product surface is partly determined by a partner's system — single sign-on, pre-fill, status, and quoting APIs
• Partner with engineering to protect design integrity while balancing technical constraints
• Contribute to design critiques and help elevate quality across the team
• Champion user-centered design in a regulated product — where trust, accuracy, and compliance matter as much as polish

Who You Are

• 3–5 years of product design experience, ideally on complex or regulated products (fintech, healthcare, enterprise B2B, insurance, or similar)
• Portfolio demonstrating systems thinking, research-to-shipping discipline, and attention to interaction and visual detail
• Track record of delivering product work with measurable impact
• Proficiency in Figma and modern prototyping approaches
• Required: Hands-on experience building or iterating on designs in an IDE or code-based environment (e.g., Cursor, VS Code with AI assistants, Claude Code)
• Comfortable presenting work to stakeholders and holding a point of view in the room
• Experience contributing to or working within design systems and component libraries
• Strong analytical skills; comfortable using qualitative and quantitative inputs to inform decisions
• Excellent communication skills and a track record of productive cross-functional partnership
• Ability to operate in ambiguity and make progress with incomplete information

Total Rewards

• Competitive salary and equity based on role
• Flexible paid time off and parental leave programs
• 100% paid-premium option for medical, dental, and vision insurance
• Lifestyle stipend to support your physical, emotional, and financial wellbeing
• Flexible work-from-home policy