Skibookers is an AI-powered platform for planning and booking ski trips end-to-end

A seed-stage travel-tech startup competing with the classic OTA model (Booking or Expedia). The business bet was on a smart recommendation system powered by the parent company's data about ski travellers.

This case is about how the core product bet broke under real users, and how I reframed the product without giving up its positioning.
Role
Founding Senior Product Designer
Timeline:
July 2025 → April 2026
Deliverables
Core user flow from 0 to launch, design system, multi-step quiz with gamification, landing page, brand identity. Mobile & desktop
Team
CEO, CTO, frontend and backend engineers, PM (last 3 months only)
Chapter 1. The bet
Chapter 1. The bet

To become the AI-first player in ski travel through a new interaction model

To become the AI-first player in ski travel through a new interaction model

1.1 Business context
The CEO's earlier research suggested users would spend up to 10 minutes on onboarding if the perceived value was high enough*.
Parent company's data: 1.6M+ customers, 584 ski resorts. Operational data could power an AI-native recommendation layer.
The OTA model is saturating. AI-first travel players are emerging (Mindtrip, $22M Series A), and big players are adapting (Expedia in ChatGPT, TripAdvisor AI Planner)
*We validated this with our own user testing (see Appendix)
1.2 Team setup and timelines
+3

Product team

Designer

1

CTO

1

Front-end

1

Back-end

1

Product decisions were made between CEO, engineering team, and myself. No PM in the first
7 months.
Product decisions were made between CEO, engineering team, and myself. No PM in the first 7 months.
I shaped product hypotheses alongside the team,
not just their execution.
I shaped product hypotheses alongside the team, not just their execution.

Designer

1

CTO

1

Front-end

1

Back-end

1

Scope to build

Quiz

Offer & Booking Flow

Brand

Design-system

Full MVP launch across mobile and
desktop platforms within a 5-month timeline
(From July to December).
Full MVP launch across mobile and desktop platforms within a 5-month timeline
(From July to December).
Launch timed ahead of the winter
ski booking season.
Launch timed ahead of the winter ski booking season.
1.3 Userflow. Case study focuses on the Offer stage
1.3 Userflow
Chapter 2. First design iteration
Chapter 2. First design iteration

July — Dec, 2025

Dashboard with one curated recommendation

Dashboard
with one curated recommendation

The bet was that the recommendation engine could be confident enough to skip comparison: one ideal trip, one CTA, one click.
2.1 An internal testing (soft-launch)
The target audience: the holding company in Slack, around 200 team members
Launched UX testing on 13 people from Europe, not related to Skibookers and holding*
Technical audit with the outsource consultant
*See the quotes in Appendix

2.2 Results

2.2 Results
Internal testing

The recommendation engine wasn't built properly

The recommendation engine wasn't built properly

Problems on suppliers side: no flights and additional services due to long negotiations.

Problems on suppliers side: no flights and additional services due to long negotiations.

Technical audit confirmed: backend architecture wasn't scaling, recommendation logic was made without proper engine.

Technical audit confirmed: backend architecture wasn't scaling, recommendation logic was made without proper engine.
Full UX research findings

Main blockers

Main blockers

Biggest conversion blocker = Email/OTP before offers: 7/13 stopped or used fake emails

Biggest conversion blocker = Email/OTP before offers: 7/13 stopped or used fake emails

Reliability issues: "no offers found", "only one offer", availability shown too late

Reliability issues: "no offers found", "only one offer", availability shown too late

Users want comparison: 1 best match + alternatives, or multiple visible options

Users want comparison: 1 best match + alternatives, or multiple visible options

What worked

What worked

Strong landing first impression

Strong landing first impression

Quiz step-by-step structure felt logical

Quiz step-by-step structure felt logical

Apple-style design and mountain progress bar tested well.

Apple-style design and mountain progress bar tested well.
Researcher: Ksenia Gorbatova, n=13, December 2025
The December launch was cancelled.
Chapter 3. The rebuild

Jan — March, 2026

The new design.
Skibookers is on live

A new CTO joined in January, alongside a PM

A new CTO joined in January,
alongside a PM

CTO

New

Product Manager

New

The new launch date

February 5th

February 5th
Chapter 3. The rebuild
3.1 First attempt: incremental updates
I made incremental improvements to the marketplace. Added editable pills for location and dates, and horizontal scroll for offers.
Goal: test if smaller changes could move conversion before committing to a full rebuild.

6.25%

Conversion offer → user details
(8 of 128 users)
Conversion offer → user details (8 of 128 users)
3.2 The full redesign
3.3 What changed compared to v1

The entire mobile flow redesigned

V2 started mobile-first (75% mobile traffic)

V2 started mobile-first (75% mobile traffic)

Each card became a standalone offer

Each card became a standalone offer

New booking flow, supporting the progress bar and add-ons

New booking flow, supporting the progress bar and add-ons

Desktop offer page redesign

Now users can clearly see the number of offers available

Now users can clearly see the number of offers available

Added resort information card

Added resort information card

Fast access for editing the location

Fast access for editing the location

Introduced
Quiz Edit

Introduced Quiz Edit

The idea started during v1. I initiated a workaround with engineering when I noticed users had no way to save quiz results

The idea started during v1. I initiated a workaround with engineering when I noticed users had no way to save quiz results

Now users can directly edit key inputs (dates, location, budget) through simple controls

Now users can directly edit key inputs (dates, location, budget) through simple controls
4
Design system and consistency

Design system created and scalable. Tokens structured for handoff to engineering

Design system created and scalable. Tokens structured for handoff to engineering

Booking flow assets (flights, hotels, transfers etc) now follow the same visual logic

Booking flow assets (flights, hotels, transfers etc) now follow the same visual logic

The entire mobile flow redesigned

V2 started mobile-first (75% mobile traffic)

Each card became a standalone offer

New booking flow, supporting the progress bar and add-ons

Introduced
Quiz Edit

The idea started during v1. I initiated a workaround with engineering when I noticed users had no way to save quiz results

Now users can directly edit key inputs (dates, location, budget) through simple controls

Desktop offer page redesign

Now users can clearly see the number of offers available

Added resort information card

Fast access for editing the location

4
Design system and consistency

Design system created and scalable. Tokens structured for handoff to engineering

Booking flow assets (flights, hotels, transfers etc) now follow the same visual logic

3.4 Outcomes
After the full redesign, conversion from offer page to user details increased 3×

6.25%

Before redesign

18.5%

After redesign
×3

Conversion offer page → user details*

×3

Conversion offer page →
user details*
*Before: 8 of 128 users (initial February launch). Note: this is a sequential comparison of two launch periods, not a controlled A/B.
After: 519 of 2,802 users (Feb 18 – Apr 27, 2026)
*Before: 8 of 128 users (initial February launch). Note: this is a sequential comparison of two launch periods, not a controlled A/B.
After: 519 of 2,802 users (Feb 18 – Apr 27, 2026)
The improvement exposed the next bottleneck:
90% drop-off on the user details form — 593 reached, only 59 completed
The improvement exposed the next bottleneck: 90% drop-off on the user details form — 593 reached, only 59 completed
Chapter 4. Summary

Conclusion & Reflection

Chapter 4. Summary
4.1 Key numbers

2

Launches in 10 months and 1 major cross-platform redesign.

89%

Of quiz starters reached the offer page. Format validated by research.

×3

Conversion lift from offer page to user details.
6.25% → 18.5%.

0 sales

Business factors, not design: pricing, supply, audience.

In April, Skibookers pivoted. In May, the project was paused.

4.2 What I would do differently
Validate willingness to pay before optimizing the funnel. We focused UX research on usability: flow clarity, comparison preference, conversion friction.
Delegate system work to keep product focus. My attention split between system-level decisions, product decisions and brand work. The design system could have gone to an external designer earlier.

Appendix: End-to-end mobile flow

End-to-end mobile flow

Appendix

Appendix: Sources of data

Sources of data

Appendix
Time spent
Product overview
Funnel (18 Feb – 3 Mar)
Device categories
UX Research Insights

Recommendations missed user inputs

«Okay, well that's probably, definitely a negative. Haven't been able to find anything for my preferences, which isn't ideal.»
«There are no hotels available for my current preferences.»
«Oh, this one is twice as expensive.» (about an offer that came back well above the stated budget)
«It also shows me something about the airport here, which is not relevant for me.» (about a flight pushed onto a user who lives near the resort and drives there)
«Mainly look for location and the amount of slopes, which it didn't have.»
Users wanted comparison, not commitment
«I would like others to choose from because now I know what I can get for a bit more money and what I will get for less money.»
«[I suggest] much more options to choose from… comparable… so I can make a more informed decision.»
«I think one best match coupled with other options.»
«I don't like the fact that I have to click the button for next offers. You could have made this sort of three or four… on each page.»

Looks good, doesn't deliver

«The flow is good, but there are some serious problems… check out only then told that there was no [hotel] available… thought waste of my time.»
«It is a bit naughty though, because it says that one price, everything is included, but then you've got your lift passes, insurance and snow guarantee at the bottom. So it's kind of a little bit misleading.» (about the "all included" promise that falls apart on the results)
«I would still need to check out their website and some more, do some more research.» (despite the polished presentation, the product doesn't close the decision)
«Modern design, much too much content» and «There's a quiz, but then you've got all that in your face and I don't understand it. It's really confusing.»

Researcher: Ksenia Gorbatova, December 2025

Skibookers:

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Contact

hireschneider@gmail.com

Pavel Schneider © 2026