Product Designer II

Bestow • Dallas, TX

38d • $108,000 - $125,000 • Remote

About The Position

Bestow is seeking a Product Designer II to join their Underwriting module's mission of making insurance more accessible and human-centered. The role involves owning design for key workbench initiatives, transforming complex underwriting and manager workflows into clear, efficient, and defensible experiences. The ideal candidate will combine strong research instincts with the ability to shape and ship ideas quickly, actively participating in problem definition, direction testing, and evidence-based decision-making. This is a prototype-first role, utilizing Figma and coded prototypes, often in shared repositories with engineering and product teams, and leveraging AI tooling for efficiency. The designer will work closely with product managers and engineers to ensure design integrity while considering technical constraints and contributing to design critiques to elevate team quality. The role emphasizes championing user-centered design in a regulated product environment where trust, auditability, and operational clarity are paramount.

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
• Strong analytical skills; comfortable using qualitative and quantitative inputs to inform decisions
• Excellent communication skills and a track record of productive cross-functional partnership
• Comfortable operating in ambiguity and making progress with incomplete information

Nice To Haves

• Demonstrated use of AI in your daily design practice — with specific examples of what you automate, what you keep human, and what failed
• Experience contributing to or working within design systems and component libraries
• Have experience with agentic or multi-step AI workflows in design or product exploration
• Are familiar with design-system-to-code pipelines (Figma → production components)
• Have a background designing internal tools, ops platforms, or data-heavy workbench experiences
• Have exposure to AI-assisted product features (copilots, intelligent document review, workflow automation)

Responsibilities

• Own end-to-end design for assigned initiatives — from problem framing and research through prototyping, validation, and implementation partnership
• Conduct and synthesize research through user interviews, usability testing, and data analysis to validate design decisions and inform product strategy
• 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 and engineering
• Navigate and collaborate in shared code repositories — reading existing prototypes, iterating in an IDE with AI assistance, and partnering with engineers during implementation
• 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, auditability, and operational clarity 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: High school or GED