Product design leader · Open to VP and Director roles

Design leadership where trust is the product.

Hi, I'm Jared. I lead product design in health tech and fintech. I led member experience for the move of 1.1 million accounts from USAA to Schwab, replaced a fax-based prior authorization process with one that saves $2.2M a year, and grew a design team to 25. Right now I'm the fractional product design lead on Brain Tunnel with Lew Cirne, founder of New Relic.

Led design at

USAABright HealthTimelyCareFirst Stop HealthNow: Brain Tunnel
A three minute hello →

Selected work

Five problems, one in progress.

Transition Hub screen
FintechResearch depthAcquired sideUSAA → Schwab

Acquisition by Schwab

1.1 million accounts. $80 billion in assets. One conversion date, and a failed transition a year earlier as the cautionary tale. I led member experience for the move from USAA to Schwab, rebuilt around proactive action before the negative-consent deadline.

1.1M
accounts moved
~$80B
in assets
B2B / provider healthSystems insightBright Health

Killing the Fax Machine

The fax was costing $2.2 million a year. Provider staff weren't avoiding our portal because it was bad. They were drowning in portals. So we built inside Availity, the clearinghouse they already used every day, and didn't make them learn anything new.

$2.2M
annual processing savings
55%
provider adoption at six months
Availity hand-off screen
Health tech / telehealthZero-to-one leadershipAcquirer sideBright Health

Designing an Acquisition

Pivots, an acquisition, and a 4.9-star outcome. A member app that pivoted into direct-to-consumer telehealth, then absorbed Zipnosis. I designed and co-facilitated the two days in Minneapolis that put both companies at the same wall.

4.9★
2,983 ratings
0 → 1
shipped in a year
FintechAsked, then builtUSAA

Skip the Pie Chart

USAA needed $25,000 to start investing. Rivals needed almost nothing. We built a low-cost product that picks your investments through a chat, in plain words. It earned a patent, and members put $500 million in it.

$500M
under management
Health tech / employer benefitsTesting before launchFirst Stop Health

Rehearsing the EHR Cutover

Every provider had to switch to the new EHR on the same day. So we used AI-powered design prototypes to practice first.

NowConsumer AIZero-to-one AI productProduct and Design Lead

An Assistant You Can Share

A personal AI with access to everything you'd never share. Lew Cirne, founder of New Relic, had email, calendar, GitHub, and Notion wired into one view. I joined to give it an experience, from the value proposition down to the type. The hard problem is the trust boundary: who may ask my assistant what, drawing on which of my data.

0 → private beta, with the founder of New Relic
Brain Tunnel screen

What the work taught me

How I lead

Both companies in one room.

Two acquisitions, both sides. In each one I put people from both companies at the same wall and worked the timeline together. Retention came first, and the room was how we earned it.

On craft

Specified to the token.

Experiments at TimelyCare shipped in days and still carried named layers, token references, and QA against redlines. Fast didn't mean disposable.

On strategy

Don't make them learn anything new.

The fax fix shipped inside a portal we didn't own, because staff habit was the scarce resource. Most of my best calls look like that: less technology, in the right place.

Teams

How I work with teams →
25
designers at peak
2
acquisitions, both sides
$500M
robo-advisor shipped

About

Something worth shipping.

Get in touchView résumé
© Jared Stephens