Work Experience

Samuel Digital Works logo

Principal

Samuel Digital Works

2025+

I partner with teams on product and engineering work, ranging from hands-on development to leadership and architectural guidance. The focus is on practical solutions, clear tradeoffs, and building systems that can evolve as the business grows.


Viewport logo

Director, Software Engineering

Viewport

January 2023 - December 2025

I ran engineering for a 20-person product and engineering org operating 25+ digital media brands. I managed six direct reports, influenced fifteen engineers across teams, and maintained zero voluntary attrition over nearly three years.

The flagship effort was consolidating fragmented frontend platforms across every brand into a single Next.js/TypeScript codebase — cutting maintenance costs by ~75%. I managed Contentful as the content backend with GraphQL, used Vercel edge functions for image optimization and newsletters, and enforced 80%+ test coverage in CI/CD. Early A/B testing initiatives delivered up to 31% revenue lift.

I also led the org's push into AI. A generative content pipeline I architected now produces 400 monthly content packages in under eight engineer-hours at less than $100/month. Multi-agent automation for Jira and release notes cut weekly PM effort by 50% and increased deploy cadence by 30%. Alongside this, I introduced SAFe, rolled out GDPR/CCPA/CPRA compliance, and ran internal hackathons that produced three prototype-ready projects.


eHealth logo

Director, Software Engineering

eHealth

June 2018 - December 2022

I was promoted four times — Manager to Sr. Manager to Director — while leading engineering for eHealth's Medicare platforms. The common thread was measurable customer impact.

The biggest win was a platform modernization that cut LCP from ~8s to under 2.5s and lifted SEO rankings by ~20 positions. I consolidated three web properties into one high-performance domain, transitioned the frontend from legacy WordPress to Gatsby/React on a headless CMS, and led accessibility initiatives across four sites to reach WCAG compliance. I also launched a new Medicare Supplement shopping flow under the GoMedigap brand with full HIPAA adherence.

I owned conversion metrics alongside Product and Marketing, managed vendor relationships, ran penetration testing and security audits, and treated SEO as an engineering capability. On the people side, I promoted every engineer who reported to me.

Staff Software Engineer

GoMedigap (acquired by eHealth)

March 2017 - June 2018

I joined as a Staff Engineer during rapid growth and quickly moved into an engineering leadership role. The platform was a monolith handling CRM, marketing automation, PBX, real-time sales queues, lead routing, and reporting.

I stabilized and scaled that system while building out the HIPAA compliance layer from scratch. I migrated everything to AWS in under three months and became the technical bridge between GoMedigap and eHealth after the acquisition. I also modernized the backend from PHP 5 / Laravel 3 to PHP 7 / Laravel 5.


Metric Loop logo

Cofounder & Head of Engineering

Metric Loop, LLC

June 2015 - March 2017

I cofounded Metric Loop to build a people-centric CRM for small and mid-sized businesses. I designed and launched Helix, a multi-tenant SaaS platform on AWS with real-time chat, document workflows, and flexible tenant-specific data models.

The architecture was a decoupled Vue.js frontend and Laravel API backend. I also built the marketing site and lead-gen tooling that drove early customer acquisition.


International Studies Abroad logo

Software Developer & Team Lead

International Studies Abroad (ISA)

March 2013 - June 2015

I joined as a junior developer and grew into a team lead within two years, managing five full-stack engineers across internal tools and customer-facing sites. I delivered reporting dashboards, customer portals, and a secure CMS for academic advisors and university partners — all under strict privacy requirements.

I also modernized the backend from PHP 4 to PHP 5 and iterated on ISA's internal relationship management system serving students, parents, universities, and housing partners.


University of Texas at Austin logo

BS Electrical & Computer Engineering

The University of Texas - Austin

2008 - 2012

I graduated with a degree in Electrical Engineering, focusing on Computer Architecture and Software Engineering.