Startup Project

Product / UX Strategy · 2025

Making every point count.

Making every point count.

Making every point count.

Pivoting an award search tool into a between-trips points platform — a pivot that carried our team through four elimination rounds to a VC-judged finalist pitch.

View case study

02:39

Trip Watchlist

Flights

Stays

Active Watch

updated 2 minutes ago

Lisbon, PT

BOS

1

Economy

≤ 40,000 pts

5 Programs

United Airlines

BOS - EWR - LIS

8h 35m

Mar 19

32,000 Miles

Air Canada

BOS - YYZ - LIS

9h 30m

Mar 19

33,250 Points

10+ Options

P

01

Overview

GetAway is a rewards-travel planning concept developed inside Boston University's startup competition.

The project advanced through four competitive elimination rounds to a final pitch mentored and judged by venture capitalists. I led product and UX across the pivot, from initial concept through the final screens presented to judges.

The project advanced through four competitive elimination rounds to a final pitch mentored and judged by venture capitalists. I led product and UX across the pivot, from initial concept through the final screens presented to judges.

Role

Product / UX Lead

Team

Cross-functional team of 6

Product, GTM, and Finance

Timeline

9 weeks · 2025

Tools

Figma

Miro

ChatGPT / Claude

02

Executive Summary

Challenge

Our initial concept was an award-search and trip-planning tool — find what you can book with points. Mentor feedback surfaced a retention risk: trip planning is "plan once, done," which makes a subscription business hard to sustain.

Our initial concept was an award-search and trip-planning tool — find what you can book with points. Mentor feedback surfaced a retention risk: trip planning is "plan once, done," which makes a subscription business hard to sustain.

Task

Reframe the concept to create value between trips, while keeping the original promise: help users understand what they can book with their points balance.

Reframe the concept to create value between trips, while keeping the original promise: help users understand what they can book with their points balance.

STRATEGY 01

Build the between-trips experience that helps users understand their points, spot timely opportunities, and see what those points unlock.

STRATEGY 02

Design search as the moment users move from exploration to comparison to booking with more confidence.

03

Context

Points feel valuable.
Acting on them feels risky.

The business idea started as an award-search and trip planner. Feedback from mentors revealed the real challenge, and the subscription risk, lives in the decisions users make between trips.

Why rewards points feel risky to use

01

Value isn't stable — availability and pricing change

02

Rules are complex — transfer partners, ratio, constraints

03

Some actions are irreversible — points transfers

04

Opportunities expire — bonuses, deadlines

Job to be done

"Help me decide where I can go and what to do next with my points."

Round-one concept: an award-search engine that helps users search destinations and routes by award availability, and compare redemption options across programs. But search alone is most useful when booking intent is already high — which makes usage naturally episodic, and episodic usage is weak ground for a subscription.

04

Research

My Focus

Is trip planning episodic enough to break retention?

The concept was stuck at the "calculator/search" stage. I shaped the research to answer two decisions: whether episodic usage was really a retention risk, and what would create value between trips.

How I gathered input, with my team

  • Co-led interviews with peers across varied travel frequency and rewards sophistication

  • Co-led interviews with faculty with extensive business-travel experience

  • Synthesized mentor and VC feedback from elimination rounds into themes and pivots

  • Secondary research on typical rewards behaviors and opportunity patterns

Our sample size skewed toward our program's network. To offset that, I triangulated interview themes against secondary research on rewards behavior and against mentor/VC feedback across elimination rounds.

Research snapshot

14

14

14

Structured interviews

6

6

6

Low-fi prototype walkthroughs

0%
0%
0%

Described trip planning as a short burst and expected to stop using a search tool after booking.

"How often do you check your points balance?"

Never — 50%

Occasionally — 36%

Weekly — 14%

Top triggers for points activity

01 · Strategic

01 · Strategic

9 of 14

Transfer bonuses, "sweet-spot discoveries," etc.

02 · Transactional

02 · Transactional

7 of 14

Sign-up bonuses, category spending — e.g. using a specific card to earn 4x on dining

03 · Psychological

03 · Psychological

6 of 14

Points optimization, gamification, and status chasing

What faculty and peers told us

"…but if I'm not planning a trip, I'm not opening an app just to look at my points."

"…but if I'm not planning a trip, I'm not opening an app just to look at my points."

— Faculty

"I have to open three other sites just to see my points balance."

"I have to open three other sites just to see my points balance."

— Peer

"If I already have the dates I want to travel, why would anything bring me back?"

"If I already have the dates I want to travel, why would anything bring me back?"

— Faculty

Insights

Retention risk is real

Retention risk is real

Retention risk is real

User

User

Retention

Retention

Trip planning is episodic, so a search-only product won't justify a paid subscription.

Most users are inactive between trips

Most users are inactive between trips

Most users are inactive between trips

The between-trip experience has to be fast and low-effort, or it won't get used at all.

Points behavior is reactive

Points behavior is reactive

People only pay attention when there's a specific reason to act: a transfer bonus, an expiration deadline, or being close to a goal.

05

Ideation

Changing the center of the product.

If GetAway only helped when a user was actively planning a trip, it would struggle to create repeat value. Guided by the research, we generated and compared concept directions to find what would make users return — a shift from a search-first calculator to a service that helps between trips.

My Contribution

  • Led the team in reframing the product from "better award search" to a between-trips job: stay ready to book

  • Introduced a prioritization lens: value frequency × user effort × tech feasibility

  • Facilitated team alignment on core user needs, mapped against the user journey

  • Led the team in reframing the product from "better award search" to a between-trips job: stay ready to book

  • Introduced a prioritization lens: value frequency × user effort × tech feasibility

  • Facilitated team alignment on core user needs, mapped against the user journey

  • Led the team in reframing the product from "better award search" to a between-trips job: stay ready to book

  • Introduced a prioritization lens: value frequency × user effort × tech feasibility

  • Facilitated team alignment on core user needs, mapped against the user journey

Featured Concept

Value Frequency

User Effort

Feasibility

Decision

Points dashboard

High

Low

High

Prioritize

Personalized promotions

High

Low

Medium-high

Prioritize

Award watchlist

Medium

Low

Medium

Explore

Automated balance syncing

High

Low

Low-medium

Later

Automated booking

Low

Low for user

Very low

Deprioritize

Prioritization Outcomes

We've moved forward with features that could create recurring value, require little ongoing effort from users, and remain feasible for an initial product experience:

  • Points net worth + value range and multi-program breakdown, to remove pre-search setup

  • Active promotions personalized to the user's ecosystem

  • A trip goal that keeps travel aspirations visible between trips

Product Thesis

"GetAway helps users turn points into trips: search what you can book, then stay ready between trips with time-sensitive next steps."

06

Solution

Interactive

Dashboard

Points Snapshot

Trip Goal

Active Promotions

Travel Opportunities

Points Snapshot

01

We observed — 50% never checked their points balance between trips. "I have to open three other sites just to check."

02

It implies — between trips, people won't do the prep work. If step one is logging into multiple programs, they'll stop.

03

I designed — a single, glanceable snapshot: total points net worth, estimated value range, and a breakdown by program.

04

This matters — it removes the setup friction that stops users from starting, so search becomes something they can actually do.

Collapsed

Expanded

02:39

Total Net Worth

307,839 pts

$2,578-3,039

estimated travel value

+2

Points Breakdown

Trip Goal

Tokyo, JP

78%

Flights

Hotels

Active Promotions

NEW

Virgin Atlantic

20% transfer bonus from Amex through May 31

Virgin Atlantic

20% transfer bonus from Amex through May 31

NEW

Hyatt

3X points for every 2-night stay, up to 30k bonus points total

Hyatt

3X points for every 2-night stay, up to 30k bonus points total

Travel Opportunities

You have enough points for 134 destinations

Explore

SPONSORED

Boost your progress by 20% towards your Tokyo trip.

Apply and find out your welcome offer.

P

Points Snapshot

Trip Goal

Active Promotions

Travel Opportunities

Points Snapshot

01

We observed — 50% never checked their points balance between trips. "I have to open three other sites just to check."

02

It implies — between trips, people won't do the prep work. If step one is logging into multiple programs, they'll stop.

03

I designed — a single, glanceable snapshot: total points net worth, estimated value range, and a breakdown by program.

04

This matters — it removes the setup friction that stops users from starting, so search becomes something they can actually do.

Collapsed

Expanded

02:39

Total Net Worth

307,839 pts

$2,578-3,039

estimated travel value

+2

Points Breakdown

Trip Goal

Tokyo, JP

78%

Flights

Hotels

Active Promotions

NEW

Virgin Atlantic

20% transfer bonus from Amex through May 31

Virgin Atlantic

20% transfer bonus from Amex through May 31

NEW

Hyatt

3X points for every 2-night stay, up to 30k bonus points total

Hyatt

3X points for every 2-night stay, up to 30k bonus points total

Travel Opportunities

You have enough points for 134 destinations

Explore

SPONSORED

Boost your progress by 20% towards your Tokyo trip.

Apply and find out your welcome offer.

P

Points Snapshot

Trip Goal

Active Promotions

Travel Opportunities

Points Snapshot

01

We observed — 50% never checked their points balance between trips. "I have to open three other sites just to check."

02

It implies — between trips, people won't do the prep work. If step one is logging into multiple programs, they'll stop.

03

I designed — a single, glanceable snapshot: total points net worth, estimated value range, and a breakdown by program.

04

This matters — it removes the setup friction that stops users from starting, so search becomes something they can actually do.

Collapsed

Expanded

02:39

Total Net Worth

307,839 pts

$2,578-3,039

estimated travel value

+2

Points Breakdown

Trip Goal

Tokyo, JP

78%

Flights

Hotels

Active Promotions

NEW

Virgin Atlantic

20% transfer bonus from Amex through May 31

Virgin Atlantic

20% transfer bonus from Amex through May 31

NEW

Hyatt

3X points for every 2-night stay, up to 30k bonus points total

Hyatt

3X points for every 2-night stay, up to 30k bonus points total

Travel Opportunities

You have enough points for 134 destinations

Explore

SPONSORED

Boost your progress by 20% towards your Tokyo trip.

Apply and find out your welcome offer.

P

Explore

Explore Map + List

Map

List

P

Explore

1 Month

2

London

+3

58K

+$5.60

1 Stop

Business

Madrid

+3

60.23K

+$12.80

Nonstop

Business

Amsterdam

+1

78K

+$12.80

1 Stop

Business

02:39

Map + List

01

We observed — "I don't always have the perfect plan… it'd be great if I could see what's possible first."

We observed — "I don't always have the perfect plan… it'd be great if I could see what's possible first."

02

It implies — early on, many users don't have a defined trip. "Seeing what's possible" is how they narrow the space.

It implies — early on, many users don't have a defined trip. "Seeing what's possible" is how they narrow the space.

03

I designed — a combined map + list view: map for broad exploration by showing reachable destinations at a glance, list for fast evaluations filtered with key parameters.

I designed — a combined map + list view: map for broad exploration by showing reachable destinations at a glance, list for fast evaluations filtered with key parameters.

04

This matters — it matches how people actually plan: browse first without requiring a "perfect query" up front.

This matters — it matches how people actually plan: browse first without requiring a "perfect query" up front.

Trip

Trip Watchlist

Transfer Guide

Trip Watchlist

01

We observed — award availability and pricing change constantly; re-running the same search is high-effort and easy to postpone.

02

It implies — users don't just need to save an idea; they need to track it until it becomes worth acting on.

03

I designed — a watchlist that saves a trip as a tracked item, returning users to updated availability and options.

04

This matters — it turns episodic planning into an ongoing, low-effort workflow: monitor, then move forward with confidence

Transfer Guide

Boston to Cape Town

Flight Details

UA 721

BOS

1h 46m

IAD

Wed Feb 4 2026

2:20 pm

Wed Feb 4 2026

4:06 pm

Layover · 1h 32m

UA 1230

IAD

1h 32m

EWR

Wed Feb 4 2026

5:38 pm

Wed Feb 4 2026

7:10 pm

Layover · 1h 25m

UA 1122

EWR

14h 25m

CPT

Wed Feb 4 2026

8:35 pm

Wed Feb 5 2026

6:00 pm

Transfer Paths

34,000 pts

+ $58 tax

15% Bonus to LifeMiles

View Guide

Transfer

40,000 pts

+ $58 tax

View Guide

Transfer

P

02:39

Trip Watchlist

Flights

Stays

Active Watch

updated 2 minutes ago

Lisbon, PT

BOS

1

Economy

≤ 40,000 pts

5 Programs

United Airlines

BOS - EWR - LIS

8h 35m

Mar 19

32,000 Miles

Air Canada

BOS - YYZ - LIS

9h 30m

Mar 19

33,250 Points

10+ Options

Active Watch

updated 2 minutes ago

Cape Town, ZA

BOS

1

Economy

≤ 50,000 pts

5 Programs

United Airlines

BOS - IAD - EWR - CPT

20h 40m

Mar 19

40,000 Miles

United Airlines

BOS - EWR - CPT

21h 29m

Mar 19

40,000 Miles

3 Options

P

02:39

Trip Watchlist

Transfer Guide

Trip Watchlist

01

We observed — award availability and pricing change constantly; re-running the same search is high-effort and easy to postpone.

02

It implies — users don't just need to save an idea; they need to track it until it becomes worth acting on.

03

I designed — a watchlist that saves a trip as a tracked item, returning users to updated availability and options.

04

This matters — it turns episodic planning into an ongoing, low-effort workflow: monitor, then move forward with confidence

Transfer Guide

Boston to Cape Town

Flight Details

UA 721

BOS

1h 46m

IAD

Wed Feb 4 2026

2:20 pm

Wed Feb 4 2026

4:06 pm

Layover · 1h 32m

UA 1230

IAD

1h 32m

EWR

Wed Feb 4 2026

5:38 pm

Wed Feb 4 2026

7:10 pm

Layover · 1h 25m

UA 1122

EWR

14h 25m

CPT

Wed Feb 4 2026

8:35 pm

Wed Feb 5 2026

6:00 pm

Transfer Paths

34,000 pts

+ $58 tax

15% Bonus to LifeMiles

View Guide

Transfer

40,000 pts

+ $58 tax

View Guide

Transfer

P

02:39

Trip Watchlist

Flights

Stays

Active Watch

updated 2 minutes ago

Lisbon, PT

BOS

1

Economy

≤ 40,000 pts

5 Programs

United Airlines

BOS - EWR - LIS

8h 35m

Mar 19

32,000 Miles

Air Canada

BOS - YYZ - LIS

9h 30m

Mar 19

33,250 Points

10+ Options

Active Watch

updated 2 minutes ago

Cape Town, ZA

BOS

1

Economy

≤ 50,000 pts

5 Programs

United Airlines

BOS - IAD - EWR - CPT

20h 40m

Mar 19

40,000 Miles

United Airlines

BOS - EWR - CPT

21h 29m

Mar 19

40,000 Miles

3 Options

P

02:39

Trip Watchlist

Transfer Guide

Trip Watchlist

01

We observed — award availability and pricing change constantly; re-running the same search is high-effort and easy to postpone.

02

It implies — users don't just need to save an idea; they need to track it until it becomes worth acting on.

03

I designed — a watchlist that saves a trip as a tracked item, returning users to updated availability and options.

04

This matters — it turns episodic planning into an ongoing, low-effort workflow: monitor, then move forward with confidence

Transfer Guide

Boston to Cape Town

Flight Details

UA 721

BOS

1h 46m

IAD

Wed Feb 4 2026

2:20 pm

Wed Feb 4 2026

4:06 pm

Layover · 1h 32m

UA 1230

IAD

1h 32m

EWR

Wed Feb 4 2026

5:38 pm

Wed Feb 4 2026

7:10 pm

Layover · 1h 25m

UA 1122

EWR

14h 25m

CPT

Wed Feb 4 2026

8:35 pm

Wed Feb 5 2026

6:00 pm

Transfer Paths

34,000 pts

+ $58 tax

15% Bonus to LifeMiles

View Guide

Transfer

40,000 pts

+ $58 tax

View Guide

Transfer

P

02:39

Trip Watchlist

Flights

Stays

Active Watch

updated 2 minutes ago

Lisbon, PT

BOS

1

Economy

≤ 40,000 pts

5 Programs

United Airlines

BOS - EWR - LIS

8h 35m

Mar 19

32,000 Miles

Air Canada

BOS - YYZ - LIS

9h 30m

Mar 19

33,250 Points

10+ Options

Active Watch

updated 2 minutes ago

Cape Town, ZA

BOS

1

Economy

≤ 50,000 pts

5 Programs

United Airlines

BOS - IAD - EWR - CPT

20h 40m

Mar 19

40,000 Miles

United Airlines

BOS - EWR - CPT

21h 29m

Mar 19

40,000 Miles

3 Options

P

02:39

07

Results

A presentation to VCs, after four elimination rounds.

The final pitch had three parts: Product, Go-To-Market, and Finance. I led the product portion with one teammate from GTM, presenting the screens and fielding product and technical-feasibility questions from the judges. The judges responded well to the clarity of the product story and the logic behind the pivot.

What I delivered

  • A clear product story: search helps at booking time, but value has to exist between trips

  • A differentiation case: existing tools solve fragments of the problem — award-search engines like point.me, balance trackers like AwardWallet — but none own the between-trips moment where points decisions actually happen

  • A screen-level walkthrough connecting our research directly to how the product works

  • A clear product story: search helps at booking time, but value has to exist between trips

  • A differentiation case: existing tools solve fragments of the problem — award-search engines like point.me, balance trackers like AwardWallet — but none own the between-trips moment where points decisions actually happen

  • A screen-level walkthrough connecting our research directly to how the product works

Impact

01

Competition outcome

One of the finalists after four elimination rounds, with the pivot logic stress-tested by VC mentors at every round.

One of the finalists after four elimination rounds, with the pivot logic stress-tested by VC mentors at every round.

02

User value

Removes the biggest friction before award search — assembling balances across programs — and adds between-trips value that matches how users actually behave.

Removes the biggest friction before award search — assembling balances across programs — and adds between-trips value that matches how users actually behave.

03

Business value

Shifted value from episodic trip planning to higher-frequency utility between trips, directly answering the retention risk by VC mentors flagged in round one.

Shifted value from episodic trip planning to higher-frequency utility between trips, directly answering the retention risk by VC mentors flagged in round one.

If I have more time

01

Usability-test the prototype with rewards users outside our program network, to validate clarity, ease of use, and flow.

02

Pressure-test the retention thesis itself: is between-trips utility frequent enough to sustain a subscription, or does the model need a transaction-based revenue layer?

08

AI Disclosure

How I Used AI

AI was a working tool on this project. I used it where it multiplied speed, and kept the judgment calls.

Research Synthesis

AI did: first-pass theming of 14 interview transcripts — clustering mentions of triggers, friction, and drop-off language.

I did: verified every theme against the raw transcripts, merged and renamed clusters, and made the call that retention risk, not search quality, was the core insight.

AI did: first-pass theming of 14 interview transcripts — clustering mentions of triggers, friction, and drop-off language.

I did: verified every theme against the raw transcripts, merged and renamed clusters, and made the call that retention risk, not search quality, was the core insight.

Stress-Testing the Pivot

AI did: played skeptical VC — prompted with our round feedback, it attacked the pivot logic, subscription model, and technical feasibility before each elimination round.

I did: used the weakest answers to decide what the pitch had to prove, which shaped the differentiation case I presented in the final round.

AI did: played skeptical VC — prompted with our round feedback, it attacked the pivot logic, subscription model, and technical feasibility before each elimination round.

I did: used the weakest answers to decide what the pitch had to prove, which shaped the differentiation case I presented in the final round.

09

Reflection

A product can solve a real problem and still fails if its value only shows up occasionally.

A product can solve a real problem and still fails if its value only shows up occasionally.

A product can solve a real problem and still fails if its value only shows up occasionally.

This project changed how I think about product strategy. The pivot pushed me to think beyond usability and ask a harder question: when does this product actually deserve to be part of someone's routine?


My biggest takeaway was that the strongest product decisions came from aligning the experience with real behavior. Search mattered when users were ready to book, but the concept became much stronger once it also helped them make sense of their points, spot meaningful opportunities, and move forward with more confidence. That shift made the product more useful — and more credible as a business.

This project changed how I think about product strategy. The pivot pushed me to think beyond usability and ask a harder question: when does this product actually deserve to be part of someone's routine?


My biggest takeaway was that the strongest product decisions came from aligning the experience with real behavior. Search mattered when users were ready to book, but the concept became much stronger once it also helped them make sense of their points, spot meaningful opportunities, and move forward with more confidence. That shift made the product more useful — and more credible as a business.

About me

About me

About me

I'm Patrick Lee, a product strategist and UX researcher who figures out why things work before deciding what to build.

With a background in economics and business, I turn user research into product decisions, and product decisions into business cases.

Patrick Lee MMXXVI

Patrick Lee MMXXVI