How advertising is evolving in the age of AI and connected TV

In this festive episode of Marketing in the Madness, Katie Street is joined by Jason Trout former colleague, long-time industry leader, and Managing Director at Crimtan to explore how advertising has evolved over the past two decades and where it’s heading next. The conversation reflects on the golden era of traditional advertising, examines why Christmas campaigns from brands such as John Lewis and Waitrose continue to capture national attention, and unpacks the psychology behind creative that truly resonates.  Jason shares his perspective on the rise of Connected TV, the shift toward advertiser-funded content, and why relevance has become increasingly important in a household viewing environment. The episode also explores the impact of AI on media planning, creativity, and targeting, alongside the growing influence of independent agencies. Together, they discuss what brands need to do to build trust, stay human, and cut through in an increasingly fragmented advertising landscape. Whether you’re running an agency, leading a brand, or simply interested in the intersection of advertising, technology, and culture, this episode offers practical insight and thoughtful perspective. Enjoyed the episode? Click subscribe so you never miss the conversations shaping the future of marketing, tech and brand growth. Connect with us: Jason Trout https://www.linkedin.com/in/jason-trout/ Katie Street  https://www.linkedin.com/in/katiestreet/ https://www.instagram.com/streetmate/ Marketing in the Madness  https://www.linkedin.com/company/marketing-in-the-madness-podcast/ https://www.instagram.com/marketinginthemadness/ Street Agency https://www.linkedin.com/company/streetagency/ https://www.instagram.com/street.agency/