Designing AI features and complex software.

Colleen DaileySenior Product Designer
13+ yearsB2B SaaS, e-commerce, and AI products

LinkSquares · AI

Designing for AI legal teams actually trust

Legal teams used to read every contract one by one to answer a single question. I designed Link AI so they can ask once and get the answer, with the exact clause shown.

Role: Senior Product Designer, Interaction · End-to-end
Scope: AI / Legaltech
Team: PM, 2 engineers, data scientist
Timeline: ~3 months

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Link AI prototype: deep analysis interface

Bear Mattress · E-commerce

Reworking Bear's site for a growing product line

Director of UX at Bear during the company's product expansion. Redesigned the homepage, compare page, and mobile navigation.

Role: Director of UX
Scope: E-commerce · Mobile · Conversion
Projects: Homepage CTA, compare page, navigation IA
Methods: Unmoderated user testing, card sort, VWO heatmaps, A/B testing

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Bear Mattress compare page with multiple mattresses and feature pills

LinkSquares · Design Systems

Removing the design bottleneck from email

Every transactional email at LinkSquares used to be a one-off design ask. I built a system so engineers and PMs could ship on-brand email without pulling in a designer.

Role: Senior Product Designer
Scope: Design Systems · Internal Tooling
Layers: Foundations, Components, Templates
Generator: Plain-language input → on-brand email rendered with system components

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