Winny Kwong Sito
Product Design

Hi, I’m Winny - nice to meet you!
I’m currently designing wellbeing experiences in the B2B(2C) space at Thrive Global.
5+ YoE
0→1 experience
Dumpling expert
Work
Productizing Thrive Coaching Services
Improving employee wellbeing with easier access to health coaching services
Senior PD, UX researcher
2025
10-15 mins
Overview
Productized and scaled Thrive’s coaching services by designing a digital coaching experience for enterprise employees within the Thrive app. This led to new growth opportunities and increased internal operational efficiency.
Outcomes
The Thrive team demoed this as a competitive alternative to customers’ existing coaching services— leading to Microsoft’s adoption of Thrive Coaching and active conversion discussions with Salesforce in Q2 of 2026.
Powering third-party integrations with Thrive
Driving new partnerships and customer renewals with personalized wellbeing solutions integrated in customer spaces
Senior PD
Strategic customer design partner
2025
5-10 mins
Overview
Collaborated with prospects and existing customers as a design partner in identifying opportunity areas for integrating Thrive and executing what that vision and solution looks like.
Outcomes
- Drove design strategy and vision, leading to three new partnerships and renewals, including eMed, Labcorp, Ellucian with several others in the pipeline.
- Actively accelerating Thrive Global’s GLP-1 offering and presence in the Health and Medicine space.
Other work
Cloud Integrations
Streamlining processes and tools across the Rapid7 Platform.
Deck is available
Integration Management
Creating a unified experience for managing integrations.
Deck is available
Building Thrive’s UXR process
Under construction.
Coming soon




