Hashtag Take Me Back | AI Therapy, Gen-Z vs Millennial Manager, Nostalgia Marketing episode artwork

EPISODE · May 12, 2026 · 25 MIN

Hashtag Take Me Back | AI Therapy, Gen-Z vs Millennial Manager, Nostalgia Marketing

from Catch 22 · host TwentyTwo Digital

In this episode of Catch 22, we’re going from the future to the past, and somehow finding our way back to the present 🔮We kick things off with a slightly terrifying story about AI psychosis (seriously, check Nan’s phone 👵📱) before diving into the ethics of AI “therapy”, therapy bots, and whether guardrails around AI are keeping up with reality.Then we open up the generational group chat: millennial managers 🤝 Gen Z teams. From dial-up internet and Ask Jeeves to “what’s a dongle?”, we unpack why younger generations are romanticising an offline world they never actually lived through.Finally, we throw it way back (and it’s not even Thursday) to unpack the rise of nostalgia marketing: why brands are leaning into Y2K aesthetics, loud visuals, retro internet culture, and how to tap into the trend without the cringe.Links from the episode:Coinbase “Your Way Out” advert Victa Mowers Apple “For All Mankind” Time CapsuleWhat's a Dongle

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Hashtag Take Me Back | AI Therapy, Gen-Z vs Millennial Manager, Nostalgia Marketing

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