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My Journey

A non-linear path through technology, entrepreneurship, and media that led to an unexpected mission: rebuilding how stories reach people in the digital age.

The Timeline

2000-2003: Foundation at Microsoft

Technical Product Manager | Microsoft Corporation

Started my career at the epicenter of the platform wars, working across MSN, Mobility, ASP.NET, and Visual Studio. Learned how ecosystems scale, how developers think, and why platforms win or lose. These early lessons in building at internet scale would prove invaluable decades later.

2003-2007: The Entrepreneurial Leap

Founder & CEO | Calabash Technologies

Left the safety of big tech to create something entirely new: GPS-guided mobile experiences for the cruise industry. Before the iPhone existed, we were putting location-aware devices in passengers' hands. Learned the hard truths about product-market fit, venture funding, and why timing matters as much as technology.

2007-2011: Scaling Global Products

Vice President, Engineering | Infragistics

Led the transformation of a developer tools company facing fierce competition. Built and managed global R&D teams, doubled the product portfolio, and drove significant revenue growth. Discovered that success requires both technical excellence and operational discipline.

MBA | The Wharton School (2009-2011, concurrent with Infragistics role)

While running engineering teams by day, spent nights and weekends at Wharton learning why great products fail and mediocre businesses succeed. The combination of real-time application and academic frameworks fundamentally changed how I approach technology leadership.

2011-2020: The Media Awakening

Chief Technology & Product Officer | Associated Press / US Viking JV

Walked into a crisis: outdated technology, departing customers, and a joint venture on the brink. Over nine years, modernized the ENPS platform that powers newsrooms worldwide, achieved 10x improvements in delivery, and discovered my mission—fixing the broken technology infrastructure of journalism.

2020-2022: The SaaS Transformation

Vice President, SaaS Products | INRIX

Tasked with an aggressive mandate: transform majority of revenue to SaaS model in under two years. Delivered on the board's vision, launched a comprehensive AI platform for transportation analytics, and proved that even traditional industries can reinvent themselves with the right approach.

2022-Present: Building Media's Future

Chief Technology & Product Officer | Arc XP at The Washington Post

Inherited a paradox: a platform used by the world's leading media brands but operating at significant losses. Currently transforming Arc XP into an AI-native platform while building the bridge between how newsrooms work today and where audiences actually live.

The Thread That Connects

Each stop on this journey taught essential lessons:

The constant: Taking on broken systems, understanding why they're failing, and rebuilding them for the future.

The Stories

Select a chapter below to read the full story:

What's Next

Today, I'm focused on two parallel missions:

  1. Transforming Arc XP into the AI-native platform that media organizations need to survive
  2. Writing about the fundamental divergence between where audiences live and how media operates

The journey continues. The problems are getting harder. The stakes are getting higher.

And I've never been more energized about the work ahead.