Trippy

Building a Local-First Discovery & Booking Ecosystem from Zero to One

My Role

Lead Product Designer
Product Strategy
End-to-End UX/UI
Design System
User Research
Beta Testing

Team

C-level Executives

Technical Team

Marketing Team

Timeframe

2024 - 2026 (Ongoing)

Tools

Figma
Github
Notion

OVERVIEW

Trippy is an AI-powered travel platform designed to bridge the gap between "tourist-trap" planning and authentic local discovery. As the lead UX designer, I led the product from a blank canvas to a high-fidelity beta, transforming a fragmented planning process into a consolidated experience for Hong Kong locals and travelers.

PROBLEM

Fragmented, Tourist-Centric Planning

Travel planning today is a "Frankenstein" workflow. Users juggle Instagram for inspiration, Google Maps for navigation, and spreadsheets for scheduling.


For Hong Kong locals, this is particularly frustrating because existing platforms fail to surface:

AUTHENTICITY

Recommendations are often generic and tourist-heavy.

FLEXIBILITY

Rigid 5-day itineraries don't match the need for short, spontaneous weekend outings.

CONTEXT

Tools lack "vibe-based" discovery (e.g., "Where is a good date spot near me right now?").

PROBLEM

Fragmented, Tourist-Centric Planning

Travel planning today is a "Frankenstein" workflow. Users juggle Instagram for inspiration, Google Maps for navigation, and spreadsheets for scheduling.


For Hong Kong locals, this is particularly frustrating because existing platforms fail to surface:

SOLUTION

The All-In-One Travel Companion

Trippy streamlines the entire travel lifecycle by consolidating discovery, community, and booking into one seamless journey. By treating every part of your trip like a modular "Playlist," we replace fragmented app-hopping with a single, intuitive platform.

AUTHENTICITY

Recommendations are often generic and tourist-heavy.

FLEXIBILITY

Rigid 5-day itineraries don't match the need for short, spontaneous weekend outings.

CONTEXT

Tools lack "vibe-based" discovery (e.g., "Where is a good date spot near me right now?").

REFLECTION

End to end design

Building Trippy taught me that great travel experiences aren't about adding more features—they’re about removing the noise. As the sole lead designer, I had to take the high-anxiety chaos of planning and distill it into a modular "playlist" that feels as intuitive as listening to music.

This role wasn't just about the pixels; it was a constant masterclass in collaboration. I worked closely with our CEO and CFO to align the vision with business goals, coordinated daily with the tech team to ensure my designs were feasible, and managed expectations across all our stakeholders to keep the project moving forward.

This project pushed me to balance AI automation with human agency, ensuring the technology handles the heavy lifting while the user stays the author of their own adventure. I’m walking away with a new standard for simplicity: if a tool doesn't turn a complex task into a single, effortless tap, it’s not finished yet.

CORE COMPONENTS

Design System

The design system for Trippy is a comprehensive toolkit that ensures consistency and efficiency across all user interfaces. It includes a set of reusable components, style guidelines, and design patterns that maintain a cohesive look and feel throughout the app.

EMPATHY INTERVIEWS & BETA TESTING FEEDBACK

Instant TripList

We analyzed feedback from over 200 beta testers to identify friction in the travel planning process and validate our curated "vibe-based" discovery model.

200+

active participants joined the

beta launch

50

in-depth interviews

were conducted to

identify UX friction

52.8%

day 1 retention

rate recorded

during the

testing period

RESEARCH & STRATEGIC INSIGHTS

Iterative Evolution

I mapped out every user flow and refined the wireframes through multiple iterations, simplifying the navigation based on direct feedback and usability testing.

LLM Driven Travel

Itinerary Generator

Interactive community

Simple Design

Summary

Triple Korea is our gold standard for high-integration planning. Built-in route navigation eliminates the need to exit the app for Google Maps. Triple keeps users in-app by managing reservations natively.

LLM Driven Travel

Itinerary Generator

Interactive community

Simple Design

Summary

Real-time 'Google Docs-style' collaboration for groups. However, broken booking UX—users are often redirected to external 3rd-party sites, breaking the mobile experience.

LLM Driven Travel

Itinerary Generator

Interactive community

Simple Design

Summary

Trip.com, Klook, Tripadvisor, and Agoda all suffer from information overload and identity crisis. Agoda's AI Review Summarization reduces due diligence time but UI is cluttered. Tripadvisor's booking features are hidden within content.

That is the end of this case study

Hop on to the next ᕙ •̀ ᗜ •́ ᕗ

Instant TripList

Instantly discover the best local spots tailored to your mood. Customize your quick-access themes and dive into community-vetted recommendations with a single tap.

AI Generated TripList

The "Playlist" for Places: Transform your preferences into a complete, actionable journey. Let the AI handle the logistics and build modular itineraries while you maintain full creative control.

Community Hub

Connect with travelers to share insights and coordinate adventures. This space allows you to tap into local knowledge or find companions for your next excursion with ease.

Let's collaborate & create something together!

I'm always up for a chat, especially about design related topics : )

Let's collaborate & create something together!

I'm always up for a chat, especially about design related topics : )

Trippy

Building a Local-First Discovery & Booking Ecosystem from Zero to One

My Role

Lead Product Designer
Product Strategy
End-to-End UX/UI
Design System
User Research
Beta Testing

Team

C-level Executives

Technical Team

Marketing Team

Timeframe

2024 - 2026 (Ongoing)

Tools

Figma
Github
Notion

OVERVIEW

Trippy is an AI-powered travel platform designed to bridge the gap between "tourist-trap" planning and authentic local discovery. As the lead UX designer, I led the product from a blank canvas to a high-fidelity beta, transforming a fragmented planning process into a consolidated experience for Hong Kong locals and travelers.

PROBLEM

Fragmented, Tourist-Centric Planning

Travel planning today is a "Frankenstein" workflow. Users juggle Instagram for inspiration, Google Maps for navigation, and spreadsheets for scheduling.


For Hong Kong locals, this is particularly frustrating because existing platforms fail to surface:

AUTHENTICITY

Recommendations are often generic and tourist-heavy.

FLEXIBILITY

Rigid 5-day itineraries don't match the need for short, spontaneous weekend outings.

CONTEXT

Tools lack "vibe-based" discovery (e.g., "Where is a good date spot near me right now?").

COMPETITOR’S ANALYSIS

Before diving into the design phase, we began by breaking down the problem into key pain points. We then selected and evaluated popular travel planning and booking platforms apps to understand how they addressed these issues.

LLM Driven Travel

Itinerary Generator

Interactive community

Simple Design

Summary

Triple Korea is our gold standard for high-integration planning. Built-in route navigation eliminates the need to exit the app for Google Maps. Triple keeps users in-app by managing reservations natively.

LLM Driven Travel

Itinerary Generator

Interactive community

Simple Design

Summary

Real-time 'Google Docs-style' collaboration for groups. However, broken booking UX—users are often redirected to external 3rd-party sites, breaking the mobile experience.

LLM Driven Travel

Itinerary Generator

Interactive community

Simple Design

Summary

Trip.com, Klook, Tripadvisor, and Agoda all suffer from information overload and identity crisis. Agoda's AI Review Summarization reduces due diligence time but UI is cluttered. Tripadvisor's booking features are hidden within content.

*Only key insights are shown for simplicity.

RESEARCH & STRATEGIC INSIGHTS

01 — INITIAL APPROACH

Consultant Mode

"Verified local experts could curate spots for a fee"

HIGH BARRIERS

Verification processes, resume requirements — too much friction for consultants to join

TECHNICAL DEBT

Two-sided marketplace payment infrastructure would delay MVP by months

SLOW TO SHIP

Complex overhead preventing us from validating core assumptions

PIVOT

Strategic Shift

02 — STRATEGIC SHIFT

Community

"Reddit-style crowdsourcing for real-time authenticity"

LOW FRICTION

Anyone can contribute instantly — "Is it raining in Sai Kung now?" gets answered in real-time

HUMAN LAYER

Achieves the same authenticity goal through community trust, not payment processing

SHIP FASTER

No marketplace overhead means we can validate core assumptions immediately

OUTCOME

Same authenticity goal,

70% less complexity

, and validated in

weeks instead of months

WIREFRAMES

Iterative Evolution

I mapped out every user flow and refined the wireframes through multiple iterations, simplifying the navigation based on direct feedback and usability testing.

EMPATHY INTERVIEWS & BETA TESTING FEEDBACK

Instant TripList

We analyzed feedback from over 200 beta testers to identify friction in the travel planning process and validate our curated "vibe-based" discovery model.

200+

active participants joined the beta launch

50

in-depth interviews were conducted to identify UX friction

52.8%

day 1 retention rate recorded during the testing period

SOLUTION

The All-In-One Travel Companion

Trippy streamlines the entire travel lifecycle by consolidating discovery, community, and booking into one seamless journey. By treating every part of your trip like a modular "Playlist," we replace fragmented app-hopping with a single, intuitive platform.

REDUCE FRICTION

We make finding hidden gems as easy as adding a song to a playlist.

END APP HOPPING

Consolidate discovery, community, and booking into one ecosystem.

SUPPORT LOCAL CONTEXT

Prioritize "vibes" (Dating, After Work) over traditional landmarks.

Instant TripList

Instantly discover the best local spots tailored to your mood. Customize your quick-access themes and dive into community-vetted recommendations with a single tap.

AI Generated TripList

The "Playlist" for Places: Transform your preferences into a complete, actionable journey. Let the AI handle the logistics and build modular itineraries while you maintain full creative control.

Community Hub

Connect with travelers to share insights and coordinate adventures. This space allows you to tap into local knowledge or find companions for your next excursion with ease.

CORE COMPONENTS

Design System

The design system for Trippy is a comprehensive toolkit that ensures consistency and efficiency across all user interfaces. It includes a set of reusable components, style guidelines, and design patterns that maintain a cohesive look and feel throughout the app.

REFLECTION

End to end design

Building Trippy taught me that great travel experiences aren't about adding more features—they’re about removing the noise. As the sole lead designer, I had to take the high-anxiety chaos of planning and distill it into a modular "playlist" that feels as intuitive as listening to music.

This role wasn't just about the pixels; it was a constant masterclass in collaboration. I worked closely with our CEO and CFO to align the vision with business goals, coordinated daily with the tech team to ensure my designs were feasible, and managed expectations across all our stakeholders to keep the project moving forward.

This project pushed me to balance AI automation with human agency, ensuring the technology handles the heavy lifting while the user stays the author of their own adventure. I’m walking away with a new standard for simplicity: if a tool doesn't turn a complex task into a single, effortless tap, it’s not finished yet.

Triple Korea is our gold standard for high-integration planning. Built-in route navigation eliminates the need to exit the app for Google Maps. Triple keeps users in-app by managing reservations natively.

That is the end of this case study

Hop on to the next ᕙ •̀ ᗜ •́ ᕗ

Let's collaborate & create something together!

I'm always up for a chat, especially about design related topics : )

Let's collaborate & create something together!

I'm always up for a chat, especially about design related topics : )