AI-native design leader turning high-trust systems into things that feel obvious in hindsight. 16 years, $662M in measurable impact, 760M+ users globally

Waypoint

AIHealthcare0→1

Built in 48 hours. A pre-session content tool for behavioral health clinicians who'd been preparing group therapy from scratch every week.

Cash App · Support

Cash App · SupportPW

ManagementFintechCompliance

Compliance-driven transformation of Support — scaling a fragmented experience into a 24/7 system serving 57M users.

Dropbox · BridgePW

GrowthAIOnboarding

Adoption strategy & onboarding systems for Dropbox Dash — embedding an AI knowledge product inside a 17-year-old workspace.

Cash App · Transfers

Cash App · TransfersPW

ICFintechGrowth

Redesigned money movement for 50M MAU. Turned failed transactions into successful ones — $412M annualized inflows.

Square · Account Security

Square · Account SecurityPW

ICFintechSecurity

Cross-platform 2FA adoption initiative. ~$250M reduction in fraud loss, 32% reduction in ATO cases.

Mailchimp · Stores

Mailchimp · StoresPW

ResearchEcommerce0→1

Foundational research and product strategy for Mailchimp's 0→1 commerce platform.

Square · Service Design Workshop

Square · Service Design Workshop

WorkshopMethodologyOrganization

Led division-wide service blueprinting workshop for 200+ participants across Financial Services, establishing company-wide design methodology practice.

03. Writing
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Now · May 2026
Wrapping a short sabbatical. Building Waypoint independently. Selectively chatting with thoughtful, energetic teams about what's next.
Denver, CO
MST
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