I’m a technology analyst and product strategist focused on the agentic web — how AI systems access, interpret, and use websites and digital products.
My work builds on more than two decades as an independent web analyst, advisor, and journalist — from founding ReadWriteWeb to consulting for startups, media companies, and tech firms.
Today, I help organisations identify the practical gaps, risks, and opportunities created by the agentic web — and decide what to do next.
“Richard brought a level of analytical rigor that was rare: he didn’t just gather information, he made sense of it in ways that were genuinely useful and actionable.”
— Susan Mernit, founder of 5ive, a consultancy I worked with
Read more testimonials about my consulting work.
Start with an Agentic Web Audit
If you want to understand how AI systems actually interact with your website (and related product surfaces) today, I offer a structured AI readiness assessment:
This is a hands-on, non-automated analysis of how AI systems:
- access your content
- interpret its structure
- use your site and APIs to complete tasks
- represent you in tools like ChatGPT, Claude, and Perplexity
In effect, this is a form of agent usability analysis — understanding how AI systems experience and use your site and product surfaces.
If you’re just exploring, I’ve also put together a 36-page playbook based on my recent work:
How I help
I work with organizations at different stages — from early ideas to established platforms — helping them design products, structure content, and adapt their systems for AI agents.
- Shape AI-driven products: Define how AI fits into your product — including agent-based interfaces and AI-native experiences.
- Launch and grow editorial products: Act as a founding editor to develop content-led products, including publications and AI-assisted editorial workflows.
- Make sense of the AI/web landscape: Provide clear, practical insight into how AI is changing the web, developer platforms, and digital publishing.
Selected experience
- Founder, ReadWriteWeb (2003–2012)
- Senior Editor, The New Stack (2020–2026)
- 20+ years analyzing web technologies, platforms, and digital media
- Advisor and consultant to technology companies and media organizations
Book
My latest book, Bubble Blog, is a memoir of building ReadWriteWeb and experiencing firsthand the technological shifts that defined Web 2.0.
- Paperback, US$19.99: Amazon | Bookshop.org
- eBook, US$9.99: Amazon Kindle Store | Apple Books | Google Play

Where to find me
- 🐘 Mastodon: @ricmac@mastodon.social
- 🦋 Bluesky: @ricmac.org
- 🌐 Internet history: Cybercultural.com
- 💼 LinkedIn: linkedin.com/in/ricmac
Originally from New Zealand, I’m now based in the UK.