Show Notes
How does a 30-year-old web company learn to move like a startup in the age of AI?
In this episode of Office Hours with Jason Lovoy, host Carrie Rollwagen sits down with Jason to talk candidly about how Infomedia, Uptick and Tempo are reorganizing to keep pace with rapid change in AI and digital marketing. Carrie and Jason unpack why long-established companies can feel like “aircraft carriers” while newer ventures move more like speedboats—and what it really takes to make an older company more agile.
They talk through why past systems (the “relay race” model of passing work between silos) worked for years, and why the team now has to operate more like a rowing crew—aligned, cross-functional, and aware of the whole project instead of just one leg of the race. They get into how AI has pulled the rug out from under repeatable, process-heavy work, and why that’s forcing their teams to pivot toward strategy, creativity, and human connection.
Jason and Carrie also cover:
- How AI is reshaping client expectations and commoditizing basic web and marketing work
- Why expert + AI beats novice + AI, and how that changes what clients actually need from an agency
- How Infomedia’s media department (photo/video) and interview-based content help clients stand out in a world of generic AI-generated visuals and copy
- Why Infomedia started supporting sites they didn’t build—and how that decision set them up perfectly for clients who bring in AI-built websites that need to be “finished” or hooked to a real CMS
- The new Client Experience Manager (“Dream Weaver”) role inspired by books like The Disney Way, The Power of Moments, and Unreasonable Hospitality, and how focusing on hospitality for both staff and clients becomes a competitive advantage
- The internal AI workshops Carrie and Russell created, how they’re changing daily workflows, and why practical, hands-on training beats vague “future of AI” talks
- What it looks like to be proactive instead of reactive with AI—reorganizing teams, reshaping roles, and getting comfortable being beginners again
Resources:
- TED Talk: The Secret Ingredients of Great Hospitality with Will Guidara
- Infomedia’s AI Jumpstart Workshop
