Ari Paparo and guest co-host Paul Knegten sit down with Jack Raines, author of Young Money, to discuss how viral LinkedIn posts, humor, and attention-driven marketing helped him build a 61,000-subscriber newsletter, land a book deal, and create a personal brand. The episode also covers OpenAI, WPP, Walmart Connect, Taboola, Google’s AI advertising strategy, LiveRamp, and Higgsfield.Takeaways: Jack Raines turned provocative LinkedIn posts into a subscriber acquisition engine for his newsletter. Authentic personality and calculated controversy can generate attention, but the product still needs to deliver. Free content can create indirect value through book sales, consulting opportunities, and deal flow. Making a product or brand easy and fun to share can create an organic marketing flywheel. The episode also explores major developments across AI, retail media, ad tech, and the open web.Chapters:Guests: Ari Paparo, Jack Raines, Paul KnegtenLearn more about your ad choices. Visit megaphone.fm/adchoices