Martini Shot

Walk up Madison Avenue, and there’s Hermès, Gucci and Tom Ford. Then, down in Soho is The RealReal, a luxury consignment store where you can find largely the same Gucci stripes, pebbled Hermes leather or giant Tom Ford zippers. The stuff is just a little used — and a whole lot cheaper. That’s the challenge Hollywood faces. A-list celebrities and studio-level comedy are just a click away on TikTok, YouTube or Instagram. It’s a little rougher around the edges, sure. But it’s free. So what’s Rob Long’s solution for Hollywood? Let him tell you. Transcript here. For more entertainment news, subscribe to The Ankler.

Stephen Colbert’s out, Greg Gutfeld’s in, and late-night TV is a shell of its former self. Rob Long breaks down what went wrong, why Johnny Carson wouldn’t survive 2025, and how Kimmel, Stewart, Meyers, and Oliver turned late-night into political homework at bedtime — while fighting over the same half of the audience. But Rob doesn’t blame a certain president for the Late Show cancelation. He blames the thing that always forces showbiz’s hand: money. Transcript here. For more entertainment news, subscribe to The Ankler.

Recording from Botswana, Rob Long figured he was as far as he could get from the chaos of showbiz. But it turns out that the wild African plain is a lot like Hollywood. Directors? They’re the Cape buffalo: loud, bossy and always wearing a headset (he’ll explain). Buzzards are akin to agents (no disrespect to either). And writers are rhinos — kind of prehistoric, not always strategic and endangered. Hey, even the sound of relief when Superman pulled in a $217 million opening weekend has a safari counterpart. But on the savanna, respite doesn’t last. It’s always back to getting stalked and eaten. Kind of like Hollywood. And the old lions better watch out.  Transcript here. For more entertainment news, subscribe to The Ankler.

Some debates are nuanced. For Rob Long, this isn’t one of them: Star Wars: Episode I — The Phantom Menace is a disaster, from the pod racing to Jar Jar Binks. No amount of revisionist history can make George Lucas’ Star Wars prequel any less disappointing. Yet Rob once had a meeting with a brilliant, respected man who claimed it was his favorite Star Wars film. Did Rob laugh in his face? No. He smiled and moved on. Because a lesson, in Hollywood and life, is that even if you can’t fathom your audience’s taste, mocking them for what they like rarely helps. Transcript here. For more entertainment news, subscribe to The Ankler or apply to The Ladder, a members-only hub for early career entertainment professionals.

As Rob marks a milestone birthday while traversing France, his thoughts drift — as they often do — from real life to showbiz. Gone are his days of being 24 years old, writing for 20 million viewers on Cheers. In their place: streaming “drops” that sound more like bodily functions than cultural events. But amid all that change, one rule still holds: If the laughs are flowing, showbiz is worth betting on. Transcript here. For more entertainment news, subscribe to The Ankler or apply to The Ladder, a members-only hub for early career entertainment professionals.

Keith McNally isn’t in showbiz, but he might as well be. Whether you’re dining at Balthazar or, like Rob, a frequenter of Minetta Tavern, it’s all lights, noise and timing. The food matters, but it’s the vibe that keeps people coming back — and the same goes for Hollywood. It’s not just plot and characters; it’s atmosphere, tone and letting the audience feel at home. Transcript here. For more entertainment news, subscribe to The Ankler or apply to The Ladder, a members-only hub for early career entertainment professionals.

If a joke falls flat, you’ve got two options: fiddle with the set-up or adjust the punchline. That’s comedy writing 101 — unless you had George Wendt. As Norm on Cheers, George’s timing, presence and even just how he walked into the bar got a laugh. But Norm was a lovable loser, while George was just plain lovable. And for writers like Rob, lucky enough to work with him, George was the secret third trick to make any joke land. Transcript here. For more entertainment news, subscribe to The Ankler or apply to The Ladder, a members-only hub for early career entertainment professionals.

The best TV shows are like the best restaurants, says Rob Long: familiar, comforting, and just stylish enough. Not everything needs to be a tasting menu or guilty junk — sometimes you just want a steak, buttered broccoli, baked potato and a laugh. So in this era where prestige and junk reign in both food and TV, Rob asks, where are all the Hillstones and Houston’s? Transcript here. For more entertainment news, subscribe to The Ankler or apply to The Ladder, a members-only hub for early career entertainment professionals.

This week, Rob wakes up spinning — literally — and ends up in the ER being evaluated by what appears to be the cast of Grey’s Anatomy: Gen Z. It wasn’t a stroke (spoiler), just vertigo, but that doesn’t stop Rob from noticing these physicians seemed to behave a little too much like TV doctors from ER, House or Chicago Hope — all of which gave Rob his own hope: TV really does still matter. Transcript here. For more entertainment news, subscribe to The Ankler or apply to The Ladder, a members-only hub for early career entertainment professionals.

As President Trump involves himself in showbiz finances, Rob Long raises the problem of what happens when government gets involved in Hollywood spreadsheets: Everyone above the line gets a raise because A. money is fungible; and B. greed. And below the line? Taxpayers in whatever state is offering cash-back goodies end up paying for second season salary bumps for the cast and the producers.  Transcript here. For more entertainment news, subscribe to The Ankler or apply to The Ladder, a members-only hub for early career entertainment professionals.