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Designing for trust at a distance.

Preventing “Why Didn’t This Go Through?”

I redesigned scheduled transactions so future payments are easier to set up and easier to trust. That means fewer surprise failures and fewer calls.

Role
Senior Product Designer
Year
2024
Company
USAA
Focus
Scheduled and future-dated payments

The short version

30-second read

Problem

When a scheduled payment failed, members were blindsided. No warning, no explanation, no easy fix.

What I did

I mapped the information architecture, tested with members, and split the redesign into a build-now release and a next round, plus a future vision.

Result

Clearer setup, alerts before the payment date, fewer service calls, and higher satisfaction with the feature.

Usability headlines next to redesigned screens: account view with scheduled transactions and a transactions list with projected balance
What we heard in testing, next to the redesigned account and transactions views.

The challenge

Scheduled payments that confused more than they helped

Members relied on scheduled transactions, like future bill payments, transfers, and recurring sends, to manage their money with confidence. But when one didn’t go through, they found out too late. No warning, no explanation, and no easy way to fix it.

The service calls were costly, but the real damage was to trust. Many of these members are military families managing money from a distance, and the experience was letting them down.

Scope of work

What I focused on

01

Setup

Clear dates, amount confirmation, and honest expectations, so members can schedule with confidence.

02

Failure states

Useful alerts when a payment can’t process, sent before it fails, not after.

03

Visibility

A clear view of upcoming payments, so members can plan and catch problems early.

My approach

Designing for trust at a distance

Many USAA members are deployed, stationed abroad, or simply can’t deal with money problems in real time. For them, scheduled payments aren’t a convenience. They’re a lifeline.

So every decision had to make the experience predictable, explicit, and proactive. Members needed to trust that what they set up would happen, and that if it couldn’t, they’d hear about it in time to act.

These members can’t afford to find out something failed after the fact.

Proactive over reactive

Flag issues before the payment date so members have time to act.

Explicit over implicit

Show what will happen, when, and what the member needs to do.

Easy recovery

When something goes wrong, make the way forward obvious.

The right message at the right time

Not every failure needs the same response. Match the tone to the stakes.

Information architecture

Mapping the flow before redesigning it

Before touching any UI, I mapped the full flow: what existed, the entry points we added, and the steps we removed because they caused confusion. It became the shared source of truth for Product and Engineering.

Information architecture · scheduled transactions

Scheduled transactions information architecture My USAA leads to Account Summary, then to View more scheduled transactions, then the Scheduled transactions screen. New: an explanation screen of how scheduled transactions work. From Scheduled transactions there are three paths. Add a reminder leads to a new What’s a reminder screen and to Fill the reminder form, then Add. Select a transaction leads to Transaction details, then View on product. Match a reminder leads to Select a match, then Match; a second, duplicate Select a match step was removed. My USAA Account Summary SCHEDULED TRANSACTIONS View more scheduled transactions Scheduled transactions + ADDED How scheduled transactions work Add a reminder Select a transaction Match a reminder What’s a reminder? + ADDED Fill the reminder form Add Transaction details View on [product name] Select a match Match − REMOVED Second “Select a match”
View original artifact
Figure 1. IA map: added an explanation screen and a “What’s a reminder?” screen, and removed a duplicate step from the match flow.

Release 1: build now

High-confidence changes first

We started with what we could improve without new functional requirements:

  • Clearer icon labels
  • A “What are reminders?” explanation screen
  • Projected balance, front and center
  • Matching a reminder in one step instead of two
Release 1 screens: reminder details, projected balance breakdown, and reminder matching flow
Figure 2. Release 1: adding a reminder, projected balance detail, and the match flow.

Release 2: next round

The changes that needed engineering investment

  • Better error states
  • Drag to reorder transactions
  • Notification opt-in and opt-out
  • A new account summary that shows scheduled activity at a glance
Release 2 screens including reorder, notification opt-in, and account summary
Figure 3. Release 2: reorder, notifications, and account summary.

Future vision

The ceiling we designed toward

Beyond the immediate fixes, I mapped a blue-sky vision: scheduling that predicts and recommends, one-click management, and proactive nudges about financial health. It gave the team a north star to pitch and plan toward.

Future-state exploration: headlines and a blue-sky vision table
Figure 4. Future state: an AI financial assistant, one-click management, and proactive health features.

Outcomes

Easier to trust, less likely to fail

Members got the visibility and early warnings they needed. Calls about failed scheduled payments went down, and satisfaction with the feature went up.

Clearer setup

Members know exactly what will happen and when.

Proactive alerts

Issues show up before the payment date, with time to act.

Fewer service calls

Less confusion means fewer calls about failed payments.

Scheduled PaymentsTrust and ReliabilityProactive NotificationsMilitary AudienceService Design

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