Deadlines and Detours — The Human Stories Behind Digital Business.

Dot-Com to Dust: SEO, Design & Digital Hustle with John Jary


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In this episode of Deadlines & Detours, Matthew is joined by long-time friend and seasoned SEO strategist John Jary, whose career has spanned two decades of digital evolution — from the early days of Dreamweaver and Flash websites to the rise of e-commerce, influencer marketing, and now Generative Engine Optimisation (GEO).


They dive deep into:


  • The truth behind SEO in 2025

  • Why content is still king

  • The rise (and risk) of generative AI in search

  • Why stock photography isn’t the move

  • How branding and imagery really impact user experience

  • What makes backlinks valuable (and what to avoid)

  • Building a business on microgreens and turning it into a global seasoning brand



From Cara Delevingne’s Vogue video to dusty servers in New York basements, this episode blends hard-earned digital knowledge with heartfelt stories and practical insights for anyone building a digital business in 2025.


John also shares a candid story about a photography gig gone sideways — and what it taught him about expectations, ego, and lighting.

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Deadlines and Detours — The Human Stories Behind Digital Business.By Matthew Barrington-Packer