Reimagining the future of commercial insurance workflows.

At Highwing, I led design strategy and execution across a multi-year effort to modernize how brokers and underwriters collaborate. We replaced fragmented, email-based workflows with scalable, structured systems that supported real-time quoting, document sharing, and internal coordination. This wasn’t a UI polish—this was full-stack product transformation.

Client

Highwing

Industry

Commercial Insurance (InsurTech)

Project Type

End-to-end Product Design

Role

Head of Product Design (2020–2024)

at a Glance

Enterprise SaaS | InsurTech | Remote-first team

Role: 
Head of Product Design (2020-2024)

Team: 
Cross-functional squads using Shape Up methodology

Scope: 
Full platform design + delivery strategy

Impact:
• Took product from MVP to robust submission and carrier ecosystem
• Introduced multi-market structured flow
• Designed Single Pane of Glass/Broker Operating System
• Led AMS data normalization & reuse
• Launched modular design system spanning 10+ product modules

CHALLENGE
  • Brokers relied on fragmented tools and disjointed data
  • Underwriters had to dig for usable info
  • Commercial insurance is slow to adapt to change
  • We needed scalable structure, not cosmetic fixes
A smarter, more scalable system for brokers and carriers.
falalal
falalal
What I Led
  • Submission flow redesign
  • "Look at Book" opportunity tools
  • Internal chat + document management
  • Messaging designed for traceability
  • Full design system creation + ownership
falalal
falalal
“This platform feels like it was made for how we actually work.”
‍— Senior Broker, Marsh
DESIGN DECISIONS
Look at Book for Underwriters
Helped underwriters filter and prioritize relevant new opportunities.
Broker Collaboration
Enabled shared access to submissions with version tracking and audit history.
“Now I check it weekly.”
‍‍— Underwriter, Zurich
Design System Scalability
Created a modular design system and managed it through StoryBook.
Shape Up Product Cycles
Used 6-week build cycles to shape and ship work predictably without burnout.
Isolated risk and shipped in fixed time, variable scope cycles.
Outcome
  • Validated product-market fit with major brokerages
  • Improved quote speed, reduced friction
  • Unified structured data across teams and tools
  • Platform scaled and retained active users

‍
Guided submission flow reduced time-to-quote by 65%.
“This saved me hours every week. I could finally see the full picture of each deal.”
‍‍— Broker, User Interview

More Case Studies

Look Book

Onward