Menu

Travel

My Trips | Itinerary Sharing App

The itinerary creator for spontaneous travelers. Automatically generates shareable travel timelines from photos and location data, saving 85 minutes per trip.

View Full Case Study

View Full Case Study

Yellow Flower

Industry

Industry

Travel

Travel

Project Themes

Project Themes

AI, Native Mobile App, etc.

User Type

User Type

Travelers

Travelers

My Role

My Role

Senior Product Designer, Senior UX Researcher, Product Manager, Project Lead

Senior Product Designer, Senior UX Researcher, Product Manager, Project Lead

Senior Product Designer, Senior UX Researcher, Product Manager, Project Lead

Project Timeline

Project Timeline

3 Months

3 Months

Challenge

Spontaneous travelers aged 18-30 were spending nearly 2 hours reconstructing their trip details when friends requested recommendations. With 75% of details forgotten within a week and users toggling between multiple apps, the process was frustrating and time-consuming. The challenge was to automate travel documentation while maintaining the spontaneous nature of unplanned trips.

Results

Through extensive user research with 30 participants and iterative design testing, I created an automated journaling solution that reduced trip sharing time by 94% (from 90 minutes to 5 minutes). The app saw 93% user adoption in testing, with automated timeline generation becoming the most utilized feature. Privacy controls and manual override options helped drive high engagement rates among privacy-conscious users.

94%

Reduced sharing time

Reduced sharing time

93%

User adoption rate

User adoption rate

75%

Details preserved

Details preserved

*Percentages based upon user testing.

*Percentages based upon user testing.

Process

Working cross-functionally with an iOS dev team, I conducted 8 in-depth user interviews, ran card sorting sessions with 12 participants, and analyzed competitor offerings. This research informed my design of a privacy-first automated system that combines camera roll photos with location data. After identifying key drop-off points, I implemented daily review prompts and one-tap sharing to reduce user friction.

Learnings

Through iterative design and user feedback, I discovered the critical balance between automation and user control. Early designs were too dense with information, leading me to simplify the UI for better engagement. I also learned that passive data collection significantly impacted battery life, requiring me to optimize the location tracking approach. Building trust through clear privacy controls proved essential for user adoption.

Reviews

Reviews

A couple words from my coworkers, colleagues and clients. View all.

A couple words from my coworkers, colleagues and clients. View all.

A couple words from my coworkers, colleagues and clients. View all.

  • Casey is particularly good at managing complexity—she tracks down data, research insights, and technical constraints to create simple solutions for users while providing internal teams with what they need to make it happen.

    Kevin Segel

    Director, Product Design @ Amwell

  • Casey understands the core of good design: the research, user journeys and information architecture that make a difference between a delightful user experience and a superficial one.

    Missy Roode

    Director of Experience Strategy, Healthcare

  • Casey excels in both strategic thinking and detailed execution, consistently creating elegant design solutions that prioritize accessibility, usability and internationalization.

    David Eisner

    VP, Product Design and UX Research @ Amwell (Ex-Amazon)

  • Casey is the go-to expert on patient user experience, leading research that resulted in numerous design improvements.

    Kate Murdoch

    Principal Product Designer @ Amwell

  • Casey has a strong understanding of user needs and behaviors, leveraging this insight effectively through in-depth user research.

    Claudiane Philippe

    Senior Product Designer @ Amwell

Casey Flood - Product Design Leader

UX Research, Product Design, Leadership

caseyflood.design © 2025. Designed by Casey Flood

Casey Flood - Product Design Leader

UX Research, Product Design, Leadership

caseyflood.design © 2025. Designed by Casey Flood

Casey Flood - Product Design Leader

UX Research, Product Design, Leadership

caseyflood.design © 2025. Designed by Casey Flood

Casey Flood

UX Research, Product Design, Leadership

caseyflood.design © 2025. Designed by Casey Flood