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Case Study 01 / 07

LettuceConsumer Fintech

All-in-one
tax and accounting

platform for

solopreneurs

A year-long partnership with Lettuce to take a beautiful-but-brittle MVP and turn it into a banking product solo-entrepreneurs actually trust with their money — and come back to every Monday morning.

Role
Principal Designer · Advisor
Engagement
14 months · 2024–2025
Team
1 PM · 2 Eng · 1 Researcher
Disciplines
StrategyResearchProduct
All-in-one tax and accounting platform for solopreneurs
01Overview

Backed by
decades of doing
the unglamorous work.

Lettuce came in with fast-growing waitlist numbers and a product the team was quietly embarrassed by. It worked — barely — and felt like three different apps stapled together.

My job wasn't to make it pretty. It was to figure out why their best prospects signed up, tried the product once, and never came back. Then fix that — everywhere it was broken — before we shipped a single new pixel.

We spent the first six weeks watching customers use the thing on calls, pulling apart the onboarding funnel, and writing a product principles doc the whole company now cites by number. Only then did we touch the UI.

42k
Waitlist on day one
3.1%
Day-7 return rate, before
6wk
Research, no new pixels
1doc
Principles still in use
02The Challenge

Great
sign-up rate.
Nobody stayed.

The waitlist was a vanity number. People wanted this productto exist for them — but the product we were shipping didn't respect the mess of actually running a side business.

01.

Onboarding asked for seven things it didn't need yet.

We were collecting EIN, LLC documents, and a tax classification before the user had even seen the dashboard. Drop-off hit 61% at the document-upload step.

–61% drop
02.

"Business" and "personal" were modeled as two apps.

Our users don't separate their lives that cleanly. A freelance photographer uses the same Square reader, same card, same bank account. The UI kept forcing a decision nobody wanted to make.

IA Flaw
03.

Nothing on screen answered "did I make money this week?"

The home screen showed balance and a transactions list — two things a user can get from any bank. The job that brought them to Lettuce was invisible.

Value Gap
04.

Support tickets doubled as product feedback, ignored.

Seven months of support transcripts had never been read by design or product. The same five complaints showed up in 38% of tickets.

Org Debt
Whiteboard wireframes mapping the old funnel against user research
Funnel teardown — Wk. 02
03The Solution

One surface.
Three principles.
No more drift.

We collapsed two apps into one, rewrote onboarding around "what can you see in 60 seconds," and made the home screen answer the only question our users ever actually asked.
Principle 01

Show the money first.

Home screen now opens on a single number: net-to-owner for the period. Everything else — transactions, invoices, tax estimate — collapses underneath it. We killed the dual-account split on day one.

Principle 02

Collect later, never earlier.

Onboarding now requires only an email and a debit card. Entity type, EIN, and tax docs are deferred until the user tries a feature that legitimately needs them — and always inline, never as a wall.

Principle 03

Treat support tickets as briefs.

We set up a weekly 30-minute standing review where design, PM, and CX read new tickets together. Nine of the last year's shipped features came directly out of that meeting — not a roadmap.

04Walkthrough

Three minutes
on the redesign.

"What changed, why it changed, and what I'd do differently — a honest tour of the v2 flows."

03:42 · MP4
Case walkthrough — Lettuce v2
WJY Studios · 2025
Chapter 01 — 00:00
The problem, in one customer's words
Chapter 02 — 01:10
Old onboarding vs. new onboarding, side by side
Chapter 03 — 02:36
What I'd still change if I had another six weeks
05Process Artifacts

Drawings, specs,
and the occasional
argument on glass.

06Outcomes

Numbers that
moved the board
— and a quieter win.

"Won pushed us past the work we were comfortable shipping. The product we have now is the one we always said we were building — we just didn't know how."

Nadia Oliver · Founder & CEO, Lettuce Financial

After launch, day-7 return rate moved from 3.1% to 39% and has held there for eleven weeks. Time-to-first-transaction dropped from 4 days to under 20 minutes.

The quieter win: the team now runs their own ticket review every Monday without me. That is the work I was actually there to do.

Activation
39%
Day-7 return, up from 3.1% pre-redesign
Time to value
18min
Median time to first transaction, down from 4 days
Support load
–44%
Onboarding-related tickets per signup
Series A
$14M
Raised three months after v2 launched

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