Anthony DeRosa

Bio

With over 20 years of experience across editorial, product, audience, and go-to-market work, I build content systems that make complex markets understandable and turn audience trust into growth.

Most recently, I was Vice President of Newsletters and Programming at Pluralsight, where I led strategic content initiatives for technical audiences across AI, cloud, cybersecurity, and software development. The work went beyond publishing: we equipped marketing, sales, customer success, and enablement teams with market intelligence and materials to understand fast-moving technical shifts, support customer conversations, reduce churn risk, and keep acquisition pipelines warm.

Throughout my career, I’ve launched and grown digital products, platforms, and newsletters, using data-informed decision-making and user experience insights. One of the highlights of my career was working as the digital production manager for The Daily Show, where I helped build a digital department and won an Emmy Award for our innovative work. My core competencies include new media, content creation, and editorial strategy.

Prior to Pluralsight, I was Head of Product and Content at ON_Discourse, where I helped launch a private membership community for business leaders. I led the website launch, built audience and lead-generation programs, launched an expert network, helped develop an enterprise product for Fortune 50 companies, and oversaw podcasts and editorial programming designed to turn expert ideas into useful products and community experiences.

At The Daily Show, I helped build a digital department that won an Emmy, earned Cannes Lions Grand Prix and Clio recognition, and extended the show’s voice into platform-native digital formats, live experiences, books, and audience activations. I also helped produce the New York Times bestselling book The Donald J. Trump Presidential Twitter Library and installations of the library across America.

At The Wall Street Journal, I served on a strategic newsroom team championing data-informed initiatives to guide coverage, deepen audience engagement, and drive digital growth. I co-authored a 209-page strategic roadmap that helped pave the way for doubling a flatlined subscription base, relaunched the flagship newsletter, introduced service-oriented coverage for job seekers, and used analytics to shape bureau strategies across the newsroom.

Earlier in my career, I was editor-in-chief of mobile news startup Circa and an adjunct journalism professor at New York University. At Reuters, I was social media editor, columnist, and host of Tech Tonic. I co-authored The Verification Handbook, a resource for journalists and aid providers, and won Reuters’ “Best Innovation in Storytelling” award. I shared the “Journalist of the Year” award from El Mundo with Jennifer Preston in Madrid in 2013 for my pioneering work in using social media for journalism.

I’ve been featured by AdWeek, New York Magazine, and Details. The New York Times called me “The undisputed King of Tumblr.” I began my career as the social media editor for Reuters, where I co-authored The Verification Handbook, a groundbreaking resource for journalists and aid providers. In addition to serving as Social Media Editor at Reuters, I hosted “Tech Tonic” and was a Reuters columnist.

My work has been recognized by the Emmy Awards, Cannes Lions, the Clios, El Mundo, Reuters, Adweek, New York Magazine, Details, TIME, Mashable, NBC New York, and others. The New York Times once called me “The undisputed King of Tumblr,” which remains one of the stranger and more delightful sentences ever written about me.

Read what others have said about me here.

I’m passionate about the power of digital media and always eager to take on new challenges and opportunities to innovate and make a real impact.

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Download a PDF version of my resume.