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 regulated industries like health tech and fintech. I've led teams of two and teams of 25+, at startups and at Fortune 100 companies like USAA. My teams start by watching how people actually work. Then we ship the fix and count what changed.

Led design at

USAABright HealthTimelyCareBrain Tunnel AIFirst Stop Health
A 3 minute hello →

Selected work

Five problems, one in progress.

Transition Hub screen
FintechResearch depthAcquired sideUSAA → Schwab

Acquisition by Schwab

USAA had to move 1.1 million investment accounts, about $80 billion, to Schwab. A year earlier, a move the same size had buried its call centers, and only 85% of assets stayed. I led the member experience, and this time 92% stayed.

92%
of assets stayed
1.1M
accounts moved
NowConsumer AIZero-to-one AI productProduct and Design Lead

An Assistant You Can Share

A personal AI that reads your email and texts. With their permission, it can read your family's too. I'm building it with Lew Cirne, founder of New Relic. The hard part is trust. Who can ask my assistant what, and which of my data can it use to answer?

0 → private beta

Private. The password is on the résumé I sent you.

No password? Email me ↗
Brain Tunnel AI notification: Ryan asked about Saturday's soccer game, answered from Coach Dana's email
Authorizations list in the provider portal, on a laptop
B2B / provider healthSystems insightBright Health

Killing the Fax Machine

Clinics faxed us every prior authorization, and our team typed each one back in by hand. Clinic staff already had a login for every insurer and didn't want another. So we built inside Availity, the tool they already used every day, and saved Bright $2.2 million a year.

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

Designing an Acquisition

Bright Health turned its member app into telehealth anyone could buy, then bought Zipnosis to power it. I ran two days of workshops in Minneapolis that mixed both companies into one team. The app they built together earned 4.9 stars.

4.9★
2,983 ratings
0 → 1
shipped in 5 months
Three phone screens from the Bright Health app: member ID, a provider profile, and Find Care
Sign-up chat from the Digital Investment Adviser prototype on a phone
FintechAsked, then builtUSAA

Skip the Pie Chart

USAA's investing product needed $25,000 to start. Rivals needed almost nothing. I led the design of 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 coach and therapist at First Stop Health switches to a new EHR on the same day. That leaves one chance to get it right. So we built a working copy in code first and let them practice on it.

Private. The password is on the résumé I sent you.

No password? Email me ↗
Provider schedule screen from the EHR prototype

What the work taught me

How I lead

Both companies in one room.

I've been on both sides of an acquisition. USAA sold its investment business to Schwab. Bright Health bought Zipnosis. Both times, I put people from both companies in one room to work the problem together. A deal closes on paper. Two teams only become one after they've built something side by side.

On craft

Faster without cutting corners.

Most teams trade quality for speed. Working in code is how my teams get both. At First Stop Health, designers built a working copy of the new EHR with Claude Code and kept it in GitHub. Coaches and therapists used it and found three problems that would have broken their daily work, back when they were still easy to fix. Engineering then started from screens providers had already tried, with the big problems fixed. At USAA, my team fixed what looked wrong right in the live code, and the real screens came fast because the testing was already done.

On strategy

Don't make them learn anything new.

At Bright Health, the authorization tool went inside Availity, where clinic staff already worked every day. At USAA, sign-up became a chat that asks plain questions, and results showed up in dollars instead of a pie chart. Both times, we changed the product so people didn't have to change. Most of my best calls look like that.

12M
USAA members our robo-advisor went live to
25+
designers at Bright Health, led through four directors
1
patent, for the sign-up chat I designed
Portrait of Jared Stephens

About

I hated art class growing up. I wanted to be a writer. Then I looked at what journalists get paid, and I switched to interactive media for the most romantic reason a college kid can have: all my credits transferred.

That accident turned into a career leading design teams in health and money. Though the writer never really left. Most of my job is deciding what to say and cutting everything else.

Off the clock, I build furniture in my shop at home. It's design with no undo button. I do voice-over and stage acting, which turns out to be great practice for design reviews. I've run half-marathons and done triathlons, where the part nobody practices is the transition. Look at my case studies and you'll see why that matters.

I'm married to another designer. We have two boys, who are the toughest critics I've ever presented to.

Something worth shipping.

Get in touchView résumé
© Jared Stephens