VP Product Design · Design Executive · 25+ Years

Built inside the chaos.
Shipped anyway.

90%
Reduction in onboarding time-to-revenue
$1M → $10M+ ARR at Orderful
$15M
Series A closed via
design-led pitch at CirrusMD
$MM
Executive budget secured
through design vision at DAT iQ
20+
Acquired products unified
into one platform at TrueCommerce

I build design functions from scratch inside organizations that can't afford to wait. Pre-funding startups. Post-acquisition platforms. Companies on the edge. The turnaround was always the job — and now the org model the industry is collapsing toward is the one I've operated in my entire career.

View work ↓
dollarhide.design

Why it matters now

The design org model the industry is collapsing toward — lean, fast, AI-augmented, cross-functional — is the one I've been operating in for 25 years. I push AI to its capability edges on complex system problems. I know where it helps, where it halts, and what still requires judgment to resolve.
TrueCommerce20+ products → unified platform · $180M global org
FINSYNC39% match lift · 6-month engagement
CirrusMD$15M Series A closed via design · Kaiser + Aetna
DAT iQIndustry-first freight intelligence · $MM budget secured
STARZChromecast docs — better than HBO + Netflix per Google
Orderful90% reduction in time-to-revenue · $1M → $10M+ ARR
Sling TVHeadhunted by CPO · Channel Navigator · 6 platforms
IreeMay€1.93M match funding secured via design
TrueCommerce20+ products → unified platform · $180M global org
FINSYNC39% match lift · 6-month engagement
CirrusMD$15M Series A closed via design · Kaiser + Aetna
DAT iQIndustry-first freight intelligence · $MM budget secured
STARZChromecast docs — better than HBO + Netflix per Google
Orderful90% reduction in time-to-revenue · $1M → $10M+ ARR
Sling TVHeadhunted by CPO · Channel Navigator · 6 platforms
IreeMay€1.93M match funding secured via design
Selected work 08 case studies
Orderful EDI platform
Orderful · 2021–2025 · Head of Product Design
From 90 Days to 9: How Redesigning EDI Onboarding Scaled Orderful to $10M ARR
Built the design function from scratch. Architected onboarding transformation that compressed time-to-revenue by 90% and unlocked a new market segment through WebEDI. Four years, full product ownership.
90%reduction in time-to-revenue
$10M+ARR scaled during tenure
WebEDInew market segment unlocked
View case study →
DAT iQ freight intelligence
DAT Freight · 2020–2021 · Founding Design
Founding the Industry's First Freight Intelligence Platform
Zero-to-one build as a founding team member. Set product vision, IA, and design direction. Secured millions in executive budget through a multi-year roadmap vision.
$MM budget secured · 5 legacy tools → 1 platform
CirrusMD telemedicine
CirrusMD · 2015–2019 · Director of Design
Reconnecting Patients & Physicians in 90 Seconds — and Closing the Series A
Joined pre-Series A when the company nearly ran out of money. Design-led work directly contributed to closing $15M in funding. Invented Color Math for enterprise theming. Advanced Provider Support cut encounter time by 46%.
$15M Series A via design · 46% faster encounters · Kaiser + Aetna
Sensical kids streaming
Sensical · Q1–Q2 2021 · Principal Designer
Safe Streaming for Kids. Smart Controls for Parents. 5 Platforms.
Led 4 designers across web, iOS, Apple TV, Roku, and Fire TV for Common Sense Media. Introduced quiet content suppression — a behavioral design insight no streaming platform was building.
5 platforms shipped · Child psychologist-informed design
AngelMD healthcare investment
AngelMD · 2019–2020 · Head of Design
Redesigning How Physicians, Investors & Founders Invest Together
Rearchitected the account model — from role-as-identity to Base Account + role layers — solving the hybrid user problem at the structural level. Full platform: deal flow, syndicate, mobile app.
View case study →
IreeMay edtech platform
IreeMay · 2020–2021 · Lead Designer
Design Work That Secured €1.93M in Irish School System Funding
Co-founding design partner. Built the initial platform that unlocked match funding from the Irish secondary school system. Three user segments: students, parents, counselors.
View case study →
Sling TV 10-foot experience
Sling TV · 2014–2015 · Principal Designer · Acumen Digital
Headhunted by the CPO to Pioneer America's First Live TV Streaming Service
Embedded in Sling's innovation lab with unrestricted mandate. Led cross-vendor team of 4 designers across 6 platforms. Designed the Channel Navigator — the industry's first à la carte channel lineup builder.
6×
Platforms shipped
CPO-direct
Unrestricted innovation mandate
Channel Nav
Industry-first feature
STARZ Xbox streaming
STARZ · 2013–2014 · Senior UX Designer
Chromecast Documentation Google Called Better Than HBO and Netflix
Pivoted from Creative Director in marketing to streaming pioneer. Built apps across 7 platforms, introduced flow state thinking to content discovery, designed navigation around movie poster artwork — and produced partner documentation that made Google a true believer.
7×
Platforms shipped
#1
Google's Chromecast partner docs
PLAY
Flow state streaming R&D

Let's talk about
what we can build.

If you're hiring a VP of Design, scaling a product through an inflection point, or need a design executive who operates at the edge — I'd like to connect. 25 years of turning chaos into outcomes, across every industry that matters.

Connect on LinkedIn → View about page