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’m drawn to work that helps people see more possibility in themselves — and gives them greater agency over what happens next.
I build editorial products, teams, and systems from zero, including three startups. Most recently, at Pluralsight, I built a B2B strategic content and market intelligence function from nothing: no platform, no list, no team. We launched three newsletters and a podcast for CIOs, CTOs, and CISOs, passed 10,000 subscribers inside a year, and created work that sales, customer success, and enablement teams used to open doors and deepen customer relationships. The underlying mission was bigger than content: helping people understand fast-changing technologies and gain more control over their careers.
Before that, as Head of Product and Content at ON_Discourse, I helped launch a private membership community for business leaders — the website, audience and lead-gen programs, an expert network, an enterprise product for Fortune 50 companies, and two podcasts. Much of the work was about reinvention, identity, and capability: helping people learn from one another and see new possibilities for what they could do next.
At The Wall Street Journal, I worked on a strategic newsroom team using data and editorial judgment to help people make sense of a complicated world. I co-authored a 209-page roadmap that helped reshape newsroom priorities, relaunched the flagship What’s News newsletter, introduced news-you-can-use coverage for job seekers, and ran bureau strategy on analytics through major news events.
I spent five years at The Daily Show as digital production manager, helping build a digital department from scratch. The work used humor to make intimidating institutions feel more understandable — giving people a way to see through the noise and engage with the world on their own terms. Along the way, the team won an Emmy, a Cannes Lions Grand Prix, and a Clio, and I helped produce the New York Times bestseller The Donald J. Trump Presidential Twitter Library and the traveling physical installations.
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. At Reuters, I served 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 that, I was a web engineer and product manager. That’s still how I work: systems first, editorial judgment on top.
These days, I’m building AI-directed products myself. It feels less like a pivot than a return to first principles. I’m interested in the moment capability turns into agency — when someone realizes they can understand something, build something, change direction, or do something they previously thought was out of reach.
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Anthony DeRosa builds editorial products, teams, and systems that help people understand complexity, see new possibilities, and gain more agency over what happens next.
Anthony DeRosa is an editorial and content leader drawn to work that helps people understand complex change and act on it. Most recently, he built Pluralsight’s B2B market intelligence function from zero, launching three newsletters and a podcast for technology leaders and growing the audience past 10,000 subscribers. His career has also included strategy work at The Wall Street Journal, helping build The Daily Show’s Emmy-winning digital operation, leading the mobile news startup Circa, and building new products and audiences at Reuters and ON_Discourse.
Anthony DeRosa has spent his career building products, editorial systems, and communities around a common idea: helping people see more possibility in themselves and gain greater agency over what happens next. He began as a web engineer and product manager before moving into journalism, where he became Reuters’ social media editor, grew social audiences 400%, and co-authored The Verification Handbook. He later served as editor-in-chief of Circa, helped build The Daily Show’s Emmy-winning digital department, and worked on newsroom strategy at The Wall Street Journal. At ON_Discourse, he helped launch a private membership community and built editorial, audience, and podcast programs around reinvention and expertise. Most recently, he built Pluralsight’s B2B market intelligence function from zero, creating newsletters and a podcast around AI, cloud, and cybersecurity. Today he is building AI-directed products himself, exploring where new technology can expand human capability without replacing judgment, taste, or context.
Awards and recognition.
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The timeline runs 2006 to now, era by era, with what each place was going through at the time.