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Bailey is a systems-minded product designer focused on identifying the right problems and solving them at scale.

Based in sunny Seattle, Washington

About

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I'm known for simplifying complex systems, driving measurable impact, and aligning cross-functional teams around clear direction.

I'm a natural force multiplier — I find joy in raising the bar for the products, processes, and teams I'm part of. I believe in leaving it better than you found it.

Work

Pardon our dust as I migrate some work over. In the meantime, don't hesitate to reach out .

Case study

Report page redesign

Enabling compliant hiring practices and earning employer loyalty with a faster, clearer report review experience.

Case study

Customer experience vision

Defining a product-wide North Star to accelerate redesigns, prioritize functionality, and reposition design as a strategic function at Checkr.

Coming soon

Redefining Checkr’s growth funnel

Increasing activation, retention, and revenue with a customer-first self-service growth strategy.

Overview

Medly iOS

Bringing structure, research, and design consistency to a scrappy mobile team.

Experience

2022–2025

Staff Product Designer, Checkr

AI-powered background checks used by 100k+ employers of all sizes

Led multi-year experience visions and strategy across enterprise and self-service products, influencing roadmaps and aligning cross-functional teams. Designed and shipped compliance-dependent, high-traction workflows—including onboarding, reports, and ordering—driving measurable gains in activation and revenue. Invested in extensibility and adoption of our design system.

2021–2022

Senior Product Designer, Medly

Digital pharmacy startup simplifying prescription management

Redesigned and launched the iOS app patients use to manage their prescriptions and schedule deliveries. Partnered across consumer, pharmacy, and provider teams to design scalable solutions that balanced patient needs with operational and regulatory constraints.

2019–2021

Product Designer, Eventbrite

Ticketing platform serving high-volume venues and promoters as well as self-service event creators

Supported various teams and products to deliver tools event organizers use to create, manage, and execute their events. Contributed to design system and tooling evolution, and stepped into a hybrid design/PM role during a pandemic-driven product pivot.

2017–2019

Brand Designer, Eventbrite

Ticketing platform serving high-volume music clients and self-service event creators

2016–2017

Visual Designer, Ticketfly

Music and festival ticketing platform acquired by Eventbrite in 2017

2012–2016

Design BFA, Psychology Minor, Western Washington University

University tucked away in the beautiful top-left of the United States

I'll always take an opportunity to shout out my alma mater's design program. If you're looking for talented students or recent grads, take a gander here.

My skillset

Turning complexity into clarity
Systems thinking
Owning direction
Driving business impact
Cross-functional alignment
Operating through ambiguity
Elevating teams
AI-native prototyping
Résumé