Anthony DeRosa

Timeline


2006 · now — scroll the arc

One trajectory.

Web engineering, then social-first journalism at global scale, then Emmy-winning digital at The Daily Show, then subscription strategy at the Journal, then B2B audience systems — now AI-native builds. The line fills as you scroll.

2006 · 2010

Web engineer & product manager

The origin

I began my career as a web engineer and product manager. That background shapes everything about how I build: systems first, editorial judgment layered on top. It’s also why the AI-native work now feels like coming home.

2010 · 2013

Reuters

Social Media Editor

Social-first journalism before it was a category. I grew social audiences 400% across 30 accounts while managing a global news API, co-authored the Verification Handbook, and shared El Mundo’s “Journalist of the Year” award in 2013 for pioneering work using social media for journalism.

The backdrop

Reuters was one of the first global newsrooms to treat social platforms as both a reporting tool and a distribution channel. The job was translating a 160-year-old news authority into emerging digital channels without losing trust.

400%social audience growth, 30 accounts
2013El Mundo Journalist of the Year
2013 · 2015

Circa

Editor-in-Chief

Editor-in-chief of the mobile news startup that broke stories into structured, followable atoms of information — cited in the NYT Innovation Report. Circa’s ideas about atomized news are still ahead of most news products shipping today.

2015 · 2020

The Daily Show

Digital Production Manager

Helped build a digital department from scratch and won an Emmy for our innovative work. Helped produce the NYT-bestselling “Donald J. Trump Presidential Twitter Library” book and its installations across America — a Cannes Lions Grand Prix and a Clio award.

The backdrop

Five years turning a strong editorial voice into repeatable, platform-native digital execution: social, video, live experiences, books, and audience activations at cultural speed.

Emmyinnovative digital work
Grand PrixCannes Lions · Twitter Library
NYTbestselling book
2020 · 2022

The Wall Street Journal

Strategy Editor

Served on the strategic newsroom team tasked with reversing a subscription plateau. Co-authored a 209-page roadmap that paved the way for doubling the flatlined subscription base, relaunched the flagship What’s News newsletter, and drove bureau strategy with advanced analytics.

209page strategy roadmap
3.7Mdigital subscribers reached
2022 · 2023

ON_Discourse

Head of Content & Audience

Helped launch a private membership community for business leaders: audience and lead-gen programs, an expert network, an enterprise product for Fortune 50 companies, plus podcasts and editorial programming that turned expert ideas into products and community.

2023 · 2026

Pluralsight

VP, Newsletters & Programming

Built a B2B strategic content and market intelligence function from zero — no platform, no list, no team. Three newsletters and a podcast for CIOs, CTOs, and CISOs; 10,000+ subscribers in under a year; open rates above 65%. Sales, CS, and enablement used the work to open doors and reduce churn.

The backdrop

Positioned as independent industry intelligence rather than content marketing — which created permission to reach senior technical audiences, and gave GTM teams credible market narratives for acquisition, retention, and customer education.

10K+subscribers in under a year
65%+newsletter open rates
2026 · Now

AI-native builder

Building the systems, not just writing about them

Useful AI systems built from lived editorial problems: a personal knowledge wiki, a chief-of-staff briefing system, relationship intelligence, a health feedback loop, and Chronicle News — the Circa idea rebuilt for today. Every build started as a workflow I was already doing manually.

The arc continues.

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