Jason Berkowitz is the architect behind Break The Web, a search marketing agency designed to strip the mystery and "annoyance" out of SEO for ambitious DTC and B2C brands. His journey didn’t begin in a corporate boardroom but in a gym. As a personal trainer in New York City facing a plateau in new clientele, Jason turned to the then-mysterious world of search engines to save his business. By successfully ranking his fitness brand at the top of Google for hyper-competitive "New York" keywords, he experienced a paradigm shift: he was more obsessed with solving the algorithmic puzzle of search than he was with physical training. Since officially launching Break The Web, Jason has led a team of specialists in moving beyond traditional keyword chasing. He advocates for a strategic pivot toward "Revenue-First" SEO—focusing on middle and bottom-of-the-funnel content that captures high-intent users rather than just raw traffic. A frequent voice on industry podcasts and a lecturer at universities, Jason has built a reputation for debunking SEO myths and helping in-house marketing teams integrate organic search with their broader business objectives. His approach is rooted in over 15 years of experience navigating the shifting tides of Google’s algorithms, ensuring brands build lasting digital authority in the age of AI-driven search. How Jason Can Help: 1. How to transition from "vanity traffic" to a revenue-first SEO strategy that drives actual sales. 2. How to navigate the impact of AI on search results and protect your organic visibility. 3. How to build a high-authority brand presence that Google recognizes as a trusted entity. 4. How to perform a "No-BS" SEO audit to identify why your rankings have stalled. 5. How to vet and manage SEO partners or build a high-performing in-house search team.
Scaled a boutique agency to a team of 15+ specialists, focusing on technical SEO and revenue-driven content for B2C brands.
Built and maintained top-five organic rankings for high-competition NYC search terms for over a decade
Leveraged self-taught SEO to dominate the New York City personal training market before pivoting to full-time digital marketing.
Shopify merchants are getting pitched AI SEO “solutions” left and right—none of them proven. So I called Jason Berkowitz, an SEO who actually knows the game, to answer the real question: what should you actually do to rank in an AI-powered world?
In this episode of The Pennock Knockdown, host Nikki Pennock is joined by Jason Berkowitz, founder and CEO of the SEO agency Break the Web. With over 15 years in SEO, Jason brings a practical perspective to the most turbulent year in search history. Jason shares his origin story, from studying physical therapy to stumbling into SEO by trying to rank for "personal trainer NYC". This led to a freelance career and the 2017 launch of Break the Web—a name conceived after "a little too much whiskey".
This episode of the Human-First AI Marketing Podcast features a discussion with Jason Berkowitz, founder of Break the Web Agency. The conversation focuses on navigating SEO in 2025 by prioritizing human-first marketing principles over chasing algorithm updates and AI trends. It emphasizes that effective SEO still relies on creating valuable content for users, building topical authority and trust, and strategically integrating AI tools to enhance, rather than replace, human creativity. The discussion also covers the evolution of search behavior, the future of AI-powered discovery, and the importance of focusing on long-term visibility and credibility in a dynamic digital landscape.