Martini Shot

Writing is a tough, lonely profession. One of its worse qualities: the payment structure, broken up into a zillion little pieces, withheld in full until the bitter end and altogether utterly unpredictable. The whole charade can make someone like Rob Long, understandably, crazy. That’s why, when a production company asks for a tax ID number, or a residual check comes in at $12, not $11, it’s hard not to get a little emotional.Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

When tourists trek to Hollywood for their summer vacations, they want a look at the glamour they see onscreen. Instead they get Hollywood Boulevard, and filthy Mickey Mouse and Donald Duck in a fist-fight. Yet when the tourists disappear and the season turns, so do Rob Long’s emotions: Into fears about age, the business passing him by, why he never had another career. But then, as reliable as Labor Day on the calendar, he puts the costume back on again.Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

Ever tell the stranger sitting next to you on a flight what you do for a living? If you work in entertainment, your seatmate likely will first say, “Have I seen anything you worked on?” and then, “You know what you should do a show about?” And forget about answering the question about how your job exactly works. Because the rules of TV writing and the business have all the inconclusiveness and ambiguity of an annoying French sitcom.Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

Why is it that the sweaty, doughy production assistants of decades past become the power brokers and “maximized” types of today? It’s the same reason the prolific, focused writers — regardless of quality — are able to get things made: They’re the ones actually sweating. Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

When he heard news of Bob Newhart’s death, Rob Long reached into an old shoebox to find a picture of himself with the comedy legend. Like many who had such a memento, his first thought was, “Get that image on Instagram pronto.” But he held off. Why? Because if he learned one thing from the man known for comedic timing, it’s that sometimes less is more. Sometimes it’s better to take a pause, clear your throat and just say . . . Bob Newhart was the best.Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

During Rob Long’s first job at Paramount, he would see a dusty, silver DeLorean on level two every day in the parking structure as he rolled in late for his gig on a hit show. Despite all the 1986 flash it signaled, its license plate gave the game away: That person had been on a popular show and now wasn’t. Everyone in Hollywood thinks they’ll always be parking on five, a place where you set your own hours and are flush with cash, but could end up, say, like Candle Media, back on two. So, Rob advises, maybe hang on to that Subaru.Transcript here. For more entertainment news, subscribe to The Ankler.Learn more about your ad choices. Visit megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices

Grudges and feuds make Hollywood go ‘round. But sometimes, they are so longstanding that, as Rob Long learned, the aggrieved sometimes forget why they’re even mad. Which is why Rob is an advocate for, if not forgiveness, at least forgetfulness. Because without it, we wouldn’t be repeating the constant storytelling themes of friendship, money and family. And people would know that Succession was really just Dynasty.Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

In this age of contraction, Hollywood is full of unemployed showrunners grinding out half fleshed-out pilot ideas. But a great sense of story isn’t the only attribute needed to be a showrunner. It also requires decisiveness, self-awareness and preparedness. And that last trait applies to more than just running a show. Just ask the medical professionals that put together Rob Long’s “home collection kit.”Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

As a child, Rob watched old sitcoms like Gilligan’s Island and Bewitched while pretending to do homework. He likes to say that his slacking off prepared him for the writing career he has now. Sure, he learned sitcom structure, but more important, by neglecting his schoolwork, he became less of a thinker. And in show business, thinkers just mess things up.Transcript here. For more entertainment news, subscribe to The Ankler. Learn more about your ad choices. Visit megaphone.fm/adchoices

The podcast discusses the pressures of selling real estate in Venice Beach, the financial challenges in the entertainment industry, and the emotional journey of navigating success and frugality.