About the role

Role Overview

Product Designer II for the Underwriting module team, shaping how underwriters and managers work inside the Bestow workbench. You will design operational, B2B product experiences that streamline case management and decision-making in high-stakes, regulated workflows.

Responsibilities

Own end-to-end design for assigned initiatives: problem framing, research, prototyping, validation, and implementation collaboration
Conduct user research (interviews, usability testing, data analysis) to validate decisions and guide product strategy
Partner with product managers to define problems, propose approaches, and establish success metrics as requirements evolve
Create user flows, diagrams, Figma designs, and coded prototypes that communicate intent to stakeholders and engineering
Work effectively with engineering in shared code repositories, including reviewing existing prototypes and designs

Qualifications

3–5 years of product design experience (preferably in complex or regulated domains such as fintech, healthcare, enterprise B2B, or insurance)
Strong portfolio showing systems thinking, research-to-shipping discipline, and attention to interaction/visual detail
Proficiency in Figma and modern prototyping tools
Hands-on experience building/iterating designs in an IDE or code-based environment (e.g., Cursor, VS Code + AI assistants, Claude Code)
Ability to read and navigate coded prototypes and collaborate in shared repositories with engineering
Experience using AI tools daily in design practice, balancing automation with human judgment
Experience working with design systems and component libraries
Strong analytical skills using qualitative and quantitative data
Excellent communication skills and cross-functional collaboration
Comfortable operating in ambiguity with incomplete information

Nice-to-haves

Experience contributing to design systems/component libraries
Demonstrated ability to build prototypes that align design intent with engineering implementation

About Sundayy

Bestow is a technology company modernizing the life insurance industry through a vertical platform that unifies fragmented, legacy value chains. Its AI- and automation-powered infrastructure helps insurance carriers launch new products faster, reducing deployment timelines from years to weeks. The company focuses on building the infrastructure for industry growth, expanding access, and improving trustworthiness.