Users were accidentally ordering $70 of groceries.

Users were accidentally ordering $70 of groceries.

The Rounds had a retention problem. I traced it to confusion in their checkout and subscription flows, then rebuilt both around clarity.

The Rounds had a retention problem. I traced it to confusion in their checkout and subscription flows, then rebuilt both around clarity.

PRODUCT

PRODUCT

Grocery delivery service

Grocery delivery service

ROLE

ROLE

UX designer

UX designer

TYPE

TYPE

Sponsored project

Sponsored project

Contributors

Contributors

CE, QL, SL

CE, QL, SL

HOW IT WORKS

Subscribe to items individually

(2/3)

Locally sourced, sustainably packed/shipped

(3/3)

Recycle jars to close the ecosystem

PROBLEM

Users dropped after week one.

So I built a prototype and tested their entire product experience to figure out why.

DESK RESEARCH

DESK RESEARCH

PROTOTYPE

PROTOTYPE

TEST

TEST

DISTILL

DISTILL

Setting benchmarks for usability, service comprehension, task time, and sentiment.

Setting benchmarks for usability, service comprehension, task time, and sentiment.

"I didn’t even know I had ordered anything."

Users weren’t frustrated by missing products, they were confused by the system. They didn't understand the difference between orders and subscriptions and it wasn't their fault.

4/7 new users accidentally ordered $70+ on their first delivery.

“Where’s my cart? Confusion between orders vs. subscription

Visual hierarchy and brand consistency issues deepened confusion.

Users felt lost in the flow: “I feel like I’m in a maze.”

MARKETING PUSH-BACK

Trying new products felt too risky.

Committing to a subscription before trying a product meant deciding frequency without knowing if you'd like it. Users faced decision fatigue, accidental orders, or canceling their entire subscription if they made a mistake.

"So what if they could buy once?"

A no-commitment first purchase removes friction and risk. You try it, you know what you like, then decide if it's worth subscribing.

I pitched it to the
Chief of Product. He pushed back.

His point was solid: subscription is The Rounds' identity. Eliminating it entirely would sacrifice their edge.

I tried to meet them in the middle.

I designed a flow where the subscription only started after the second order, giving users space to try things while remaining subscription-forward.

1.

FIRST PURCHASE

1.

2.

NEXT PURCHASE

2.

Ultimately, leadership rejected it. The business model required subscriptions.

If we couldn't change the business model, we had to fix the mental model.

PROCESS

The architecture created blind spots.

Vague terms like 'Autopilot' disguised spending as settings. I simplified the terminology and bridged the two, so users could see exactly how their subscription impacted their weekly bill.

SILOED & AMBIGUOUS

CONNECTED & CLEAR

Feedback pushed iteration.

My teammates' questions forced me to rebuild sections I thought were done, making the work more intentional.

OUTCOME

Clarity wins trust, and trust wins loyalty.

These six other changes went live. Each removed a layer of confusion from checkout and subscription management.

One

One

One

Two

Two

Two

Three

Three

Three

Four

Four

Four

Five

Five

Five

Six

Six

Six

Compromise breeds excellent work.

The rejected concept taught me more than any approved design. Respecting constraints and negotiating with stakeholders sharpened every decision that followed.

The system became more usable.

SUS scores jumped from 27 to 79.

Users understood the service better.

Comprehension improved 1.5x.

Users rated the service significantly higher.

Sentiment doubled after redesign.

Users completed checkout faster.

Task time dropped from 45m to 15m.

SEAN

Let's talk >>

Minneapolis

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