Simran Jobanputra KumarBoston, MA
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Ray · Founding designer

Designing trust in an AI trainer

A generic onboarding and a two-step subscription process left users unclear on Ray’s value, driving chargebacks on trial end. I redesigned onboarding, paywall, and key moments of the trial so users see that value upfront and know what they’re paying for.

Results

30% → 55%of users start a trial with payment upfront
20%increase in users staying after week one

The challenge

With a human trainer, you can see their results and credentials before you commit. Since Ray is an AI trainer, we had to earn users’ trust a different way, by showing them their plan and what to expect right away.

Approach

I started by auditing our paywall and onboarding and looking at how other fitness apps handle trials. Apple asks apps to show what you get for the price, but we wanted to go further than the minimum.

From there, I mapped out the moments where users had to take Ray at their word, like committing to a plan before seeing it, entering payment info before their first workout, and getting through the first week with no one checking in. Each one became a chance to show how Ray goes above and beyond a human trainer.

What changed

01

Onboarding that shows what you get

Onboarding now reads a user’s recent activity from Apple Health, previews what a workout will feel like, and ends with a generated plan summary, built around the user’s goals and challenges. The more the user shares, the more personalized the summary will be.

Onboarding: Here’s what I see lately, a 3.1 activity score with a chart and notes on weekend activity
Painting a picture of where the user is starting off
Previewing what a workout will feel like
A personalized plan summary, built around their goals and challenges
02

From a two-step trial to one clear commitment

Previously, users tapped “Start my free week” without adding payment or seeing an end date, and then hit a paywall once the trial was over. This two-step approach wasn’t clear, so the charge often felt like a surprise. Now users pick a plan and add payment upfront for a 7-day free trial, see exactly when billing starts, and get a text when their subscription begins.

Before

Before: a free trial screen reading First week’s on us, with Start my free week and no billing date
A free week, no payment or dates
Before: Ray home screen with a small banner reading Your first week is free
A small banner that was easy to miss
Before: a paywall shown after the trial, with three plans and a Let’s do this button
A paywall once the trial was over

After

After: paywall asking users to pick monthly, three-month or yearly before starting a 7-day free trial
Pick a plan and add payment upfront
After: paywall with a timeline: day 0 first workout, day 12 reminder before the trial ends, day 14 subscription begins
Clear billing dates and a reminder
03

Personalization that shows Ray is listening

Ray calls out what matters to each user, from the challenges that have gotten in their way to the goals they’re working toward. Ray also follows up by text throughout the first week, so users can tell Ray is listening and wants to help them crack fitness.

Onboarding question: What’s gotten in the way? with Feeling bored, Lost motivation and Life got in the way selected
Asking what’s gotten in the way
Texts from Ray: a welcome tailored to strength and flexibility for dancing, an offer of a first 15-minute workout tonight at 6pm or tomorrow at 9am, and a follow-up the next morning that the plan is ready
Follow-ups that pick up on their goals
A text from Ray: muscles need 60 to 90 seconds to replenish between sets, and tomorrow’s strength work will use that recovery to support dancing energy
Tips tied to their next workout
04

An interactive first week

We added Week 1 challenges to the top of the home screen, like stretching with Ray, chatting with Ray and finishing the first two workouts. Each one earns a badge, so users always know what to do next in their first week.

Home screen with Week 1 challenges at the top, above Tuesday’s intro workout
Week 1 at the top of home
Week 1 challenges: stretch with Ray, add a photo, chat with Ray, be supportive, text Ray, first and second workout
Eight challenges for week one
A badge for each challenge

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