

Principal-level IC building trust-critical products used by millions at work and at home.
I thrive in ambiguous spaces across B2C and B2B, aligning cross functional peers from first insight to shipped product. I use AI to accelerate exploration and write code so ideas reach users quickly and course correct faster.
My focus is simple: connect what customers need to what moves the business, and make that connection obvious in the experience.
Work that made an impact
Doubling account conversion with a clear path to value
I defined the experience architecture and sequencing for 1Password's first-run across platforms, aligning product, design, and engineering on a core user path to value and executing a multi-year roadmap.
Account conversion
2xSupport traffic
-50%Rebuilding Varsity Tutors' live classroom as an AI-ready, reliable core product.
I led a rebuild of Varsity Tutors' live classroom, moving from early discovery to a 100% launch on a new stack.
As the sole designer on the project, I owned the experience architecture, grounded decisions in real learner and tutor feedback, and partnered in the production repo to ensure the system behaved the way people actually needed it to during live teaching.
Discovery to launch
<3moAV error rate
-50%Cost per call
-40%Companies I've grown alongside
Principal Product Designer
2025 - Present
SeniorStaff Product Designer
2020 - 2025
InternSenior Product Designer
2014 - 2020
Principal Product Designer
2025 - Present
SeniorStaff Product Designer
2020 - 2025
InternSenior Product Designer
2014 - 2020


© 2025 Josh Olsen