I started as a web engineer. I’ve been building newsrooms ever since.
Twenty years across Reuters, Circa, The Daily Show, The Wall Street Journal, ON_Discourse, and Pluralsight — social-first journalism, subscription strategy, an Emmy-winning digital department, and B2B market intelligence built from zero.
I build editorial operations from zero — including three startups.
Most recently I spent three years at Pluralsight as VP of Newsletters and Programming, building a B2B strategic content and market intelligence function from nothing: no platform, no list, no team. Three newsletters and a podcast for CIOs, CTOs, and CISOs, past 10,000 subscribers inside a year, with sales, customer success, and enablement using the work to open doors and hold onto customers.
Before that, as Head of Product and Content at ON_Discourse, I helped launch a private membership community for business leaders — the website, the audience and lead-gen programs, an expert network, an enterprise product for Fortune 50 companies, and two podcasts.
At The Wall Street Journal I sat on a strategic newsroom team pushing data-informed coverage decisions. I co-authored a 209-page roadmap that paved the way for doubling a flatlined subscription base, relaunched the flagship What’s News newsletter, introduced news-you-can-use coverage for job seekers, and ran bureau strategy on analytics — through the Holmes trial, a presidential election, and the 9/11 anniversary.
I spent five years at The Daily Show as digital production manager, helping build a digital department from scratch. It won an Emmy, with further nominations in 2018 and 2019. I helped produce the New York Times bestseller The Donald J. Trump Presidential Twitter Library and the physical installations that toured America — a Cannes Lions Grand Prix and a Clio.
Earlier I was editor-in-chief of the mobile news startup Circa, whose atomized-news model was cited in the New York Times Innovation Report, and an adjunct journalism professor at NYU. I began at Reuters as social media editor, grew social audiences 400% across 30 accounts, co-authored The Verification Handbook, hosted Tech Tonic, and wrote a column.
Before any of it, I was a web engineer and product manager. That’s still how I work: systems first, editorial judgment on top. It’s why the AI-native building I do now feels like coming home rather than a pivot.
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Anthony DeRosa builds editorial operations from zero — most recently as VP of Newsletters and Programming at Pluralsight, and before that at The Wall Street Journal, The Daily Show, Circa, and Reuters.
Anthony DeRosa is a product marketing and content leader who builds editorial operations from zero. At Pluralsight he built a B2B market intelligence function from nothing, launching three newsletters and a podcast past 10,000 senior technical subscribers in a year. He previously led strategy work at The Wall Street Journal behind a doubled subscription base, helped build The Daily Show’s Emmy-winning digital department, and was editor-in-chief of the mobile news startup Circa.
Anthony DeRosa has spent twenty years building content systems for complex markets. He began as a web engineer, became Reuters’ social media editor during the era that defined social-first journalism, and co-authored The Verification Handbook. He was editor-in-chief of Circa, spent five years helping build The Daily Show’s digital department — an Emmy, a Cannes Lions Grand Prix, and a New York Times bestseller — and co-authored the 209-page roadmap behind The Wall Street Journal’s subscription turnaround. Most recently he built Pluralsight’s B2B market intelligence function from zero. He lives in Brooklyn and builds AI-native editorial tools.
Awards and recognition.
Prefer the whole arc?
The timeline runs 2006 to now, era by era, with what each place was going through at the time.