AI Will Kill Your Job, Hollywood Pays to Play, and Celebrity Meltdown Over Autograph | Ep 266 HTBITY

AI Will Kill Your Job, Hollywood Pays to Play, and Celebrity Meltdown Over Autograph | Ep 266 HTBITY

July 17, 2026 · 1h 1m

About this episode

Jamie Kennedy discusses the impact of AI on jobs, personal branding, and reactions to social media behavior in Hollywood.

In this solo episode of Hate To Break It To Ya, I get into the AI and automation wave that is coming for your job whether you're ready or not. By 2030, half the positions that exist today are gone — middle management, drivers, all of it — and if you're still going to baseball games and barbecues like it's 2015, you are going to get hit in the face by reality. I lay out exactly what I think you should be doing right now: investing, building a personal brand, and seriously looking at owning a self-driving vehicle that earns money while you sleep. I also talk about where I'm at personally — the hospital stay, getting my health and finances dialed in, the upcoming cons, and why I'm done waiting on Hollywood to hand me anything. From there I get into the state of the pod itself. I'm honest about the views, the clips that pop off, the guests who rock with me immediately versus the ones who give me the Hollywood runaround. I've reached out to big liberal voices in comedy and media and the silence is deafening — which tells you everything about how "inclusive" that side of the aisle actually is. I also react to the disgusting social media behavior I saw after Lindsey Graham's passing…

More episodes of HATE TO BREAK IT TO YA with Jamie Kennedy

Explore listener stats, chart rankings, contacts and more on the HATE TO BREAK IT TO YA with Jamie Kennedy podcast page.