Tim Greenzweig
SEA · est. 2008
Selected Work · 1999 — Now

Seattle-based product designer crafting human-centered experiences.

Principal product designer with 25+ years across healthcare, retail, aviation, and enterprise — focused on connection, clarity, and human-centered impact. Designing for efficiency, trust, and usability at Transcarent, REI, Alaska Airlines, Amazon, and beyond.

Now · Sr. Principal Designer at Transcarent  ·  Open to advising  ·  Not seeking full-time Let's make things easy.

Case studies — selected work

07 projects
01

Transcarent · Unified App — integrated member experience

Promoted to Senior Principal in recognition of cross-team influence on integration and personalization strategy. Leading the design of a unified member experience across care navigation and behavioral health — meeting members where they are, regardless of benefit type or coverage.

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2025Web · Mobile · Native
Sr. Principal product designer
HealthcarePersonalizationStrategy
Transcarent Logo
02

Accolade · Provider Finder — personalized care navigation

Members navigating employer health benefits face a fragmented, high-stakes search for the right provider. A redesigned finder experience surfaced personalized recommendations across diverse coverage types and clinical needs — reducing friction and increasing confidence at the moment of decision.

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2023Web · Mobile
Sr. Principal designer
HealthcareBenefitsNavigation
Accolade Logo
03

PlushCare · Clinician First Booking — therapy access redesign

Access to therapy is often abandoned at the booking step — too many choices, too little guidance. A clinician-first booking flow placed the therapist's human story at the center of the decision, increasing completed bookings and supporting continuity of care for recurrent engagement.

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2022Web · iOS
Sr. Principal designer
HealthcareBehavioral HealthBooking
PlushCare Logo
04

REI · Employee Mobile — rethinking the floor tool

Retail employees were spending too much time navigating an inefficient interface to help customers. A redesign of the floor associate app — focused on the glance — recovered the equivalent of 20,000 associate hours per year. Paid back inside one quarter.

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2021Mobile · iOS / Android
Principal designer
RetailMobileOperational
REI Logo
05

Alaska Airlines · Pilot Mobile — flight deck companion

A pilot-facing iPad app for pre-flight briefings, weather, and crew comms. Designed under FAA constraints and inside a cockpit's reading light. Adopted across the fleet — the equivalent of 200 tons of paper and $20M in operational savings per year.

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2018Tablet · iPadOS
Lead designer
AviationRegulatediPad
Alaska Airlines Logo
06

Alaska Airlines · Mobile Operations — ramp & gate

A mobile toolset for ramp agents, pilots, flight attendants, and line maintenance technicians. Replaced paper-and-radio workflows that hadn't changed in twenty years. Structured around the departure timeline — the heartbeat of every turn.

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2019Tablet · iPadOS
Lead designer
AviationiPadField
Alaska Airlines Logo
07

Alaska Airlines · CSA Mobile — freeing agents from the counter

Customer Service Agents were tethered to 20-year-old legacy systems. An iPad mini prototype freed them to board passengers, manage seat changes, and handle standby lists from the jet bridge — without the counter as an intermediary.

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2017Tablet · iPadOS
Lead designer
AviationiPadLegacy
Alaska Airlines Logo
Experience at Transcarent· Accolade· PlushCare· REI· Alaska Airlines· Amazon· Microsoft
Now

Currently designing personalized care at Transcarent — helping members navigate complex benefits with clarity and confidence.

Open to advising and small studio engagements. Quiet preference for healthcare, operational software, regulated environments, and teams who like to ship.