June 2025

A Look at Both Sides of the AI Debate

(Welcome to the Entertainment Strategy Guy, a newsletter on the entertainment industry and business strategy. I write a weekly Streaming Ratings Report and a bi-weekly strategy column, along with occasional deep dives into other topics, like today’s article. Please subscribe.) Right now, I recommend two different newsletters from two ideologically-distinct-but-similarly-named

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June 26, 2025 6:23pm

How I’m Using AI (And Why I’m Still Underwhelmed)

(Welcome to the Entertainment Strategy Guy, a newsletter on the entertainment industry and business strategy. I write a weekly Streaming Ratings Report and a bi-weekly strategy column, along with occasional deep dives into other topics, like today’s article. Please subscribe.) So many newsletters use AI to generate intro images these

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June 25, 2025 5:17pm

If a Streaming Show Flops in the Forest, But No One Writes About It, Did It Really Flop?

(Welcome to my weekly streaming ratings report, the single best guide to what’s popular in streaming TV and what isn’t. I’m the Entertainment Strategy Guy, a former streaming executive who now analyzes business strategy in the entertainment industry. If you were forwarded this email, please subscribe to get these insights

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June 23, 2025 8:12pm

11 Reasons For AT&T/WB/Discovery’s Streaming Wars Stumbles

(Welcome to the “Most Important Story of the Week”, my bi-weekly strategy column analyzing the most important (but often not buzziest) news story of the last two weeks. I’m the Entertainment Strategy Guy, a former streaming executive who now analyzes business strategy in the entertainment industry. Please subscribe.) One of

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June 17, 2025 8:34pm