Product Designer II, Agent Experience

Bestow • Dallas, TX

32d • Remote

About The Position

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. Bestow isn't selling policies. We're building the infrastructure that helps an entire industry move faster, reach more people, and deliver on its promise. Backed by leading investors (Goldman Sachs, Hedosophia, NEA, Valar, 8VC) and trusted by major carriers, Bestow is powered by a team that moves with precision, purpose, and heart. If you want to help reimagine a centuries-old industry with lasting impact, join us. Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities. Bestow uses E-Verify to confirm the employment eligibility of the company. The Bestow Product organization is responsible for defining, designing, and delivering exceptional digital experiences that solve real problems. Our team collaborates across Engineering, Revenue, and Ops to transform ideas into intuitive, valuable solutions that delight our users. We believe in evidence-based decision making and maintaining a relentless focus on customer outcomes to drive product excellence. 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. This work is distinctive in two ways. First, your users are professionals with alternatives — agents who will route business elsewhere if our tools are slower than the competition. Second, much of what you design is seen and evaluated by our carrier and distribution partners — often in live working sessions. Design here is externally visible in a way most product design roles are not. You will report to the Senior Design Manager, New Business, and work in close collaboration with the Staff Product Designer for New Business. This role is open to Remote (US).

Requirements

• Bachelor’s degree or equivalent experience
• 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 — even when the path from research to production isn’t linear
• Proficiency in Figma and modern prototyping approaches
• 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) — not only watching engineers prototype
• Comfort reading and navigating coded prototypes and collaborating in repos with engineering and product partners
• Demonstrated use of AI in your daily design practice — with specific examples of what you automate, what you keep human, and what failed
• 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 making progress with incomplete information
• Works well inside a shared design direction — gives and receives critique proactively, and treats a senior partner as leverage rather than oversight

Nice To Haves

• Experience designing for professional or agent-facing channels (brokerage, wealth, distribution, marketplace supply side)
• Background designing experiences that span two companies’ brands
• Experience with quoting, pricing, illustration, or configurator interfaces
• Experience with agentic or multi-step AI workflows in design or product exploration
• Familiarity with design-system-to-code pipelines (Figma to production components)

Responsibilities

• 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

Benefits

• Competitive salary and equity based on role
• Policies and managers that support work/life balance, like our 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 and open to remote
• Remote and WFH options, as well as a beautiful, state-of-the-art office in Dallas’ Deep Ellum, for those who prefer an office setting
• Employee-led diversity, equity, and inclusion initiatives

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: Associate degree