When you think of the Baldwins, Daniel may not be the first of the four brothers that comes to mind. 

There’s Alec, of course.  

There’s Stephen, who starred in The Usual Suspects before he found religion and became a born-again Evangelical. 

There’s Billy, the former fashion model and MTV heartthrob, who steamed up the screen with Sharon Stone in Sliver and much more recently got all crazy weird in Too Old to Die Young. 

Lastly, there is Daniel, who having made the reality TV circuit on Celebrity Fit Club, Celebrity Rehab with Dr. Drew, Celebrity Wife Swap, I’m a Celebrity…Get Me Out of Here!, and Celebrity Big Brother, now appears in a lot of movies no one has heard of.  

But in the late ‘90s, Daniel was everywhere. He’d already spent three years as Detective Beau Felton in the award-winning NBC TV series Homicide: Life on the Street. He closed out the millennium by appearing in more than 20 movies, sharing billing with popular stars such as James Woods, Ray Liotta, and Steve Buscemi.

One of those was the short billiards film Gamblin’. According to director Wayne Orkline, it wasn’t even initially intended to be a released movie. “I made it as a calling card to Hollywood…to show to studio people who might then be interested in making other films of mine,” Mr. Orkline shared with me in a  video interview a couple of years ago.

Getting Mr. Baldwin to star in Gamblin’ was a “fluke,” according to Mr. Orkline. “A friend was an acquaintance of Daniel’s. He sent him the script.  Two weeks later, my phone rings, ‘This is Daniel Baldwin. I like this script. I want to do this.’ At the time, he was making big movies [e.g, John Carpenter’s Vampires]. He said if I gave him some kind of ownership of the movie, he’d do it for free. Once he came on board, everything else came together.”

The concept for Gamblin’ – specifically, how the addiction of gambling can lead to very bad decisions – had been rattling around in Mr. Orkline’s mind for years. “I always loved sports gambling. Growing up on the East Coast, we would gamble on basketball, football games.  As I was doing it for fun, I would meet people who really had a gambling problem. I started seeing patterns. This is an addiction. Always stuck with me. I would see people do things that they wouldn’t normally do to gamble, and I thought to myself, ‘How far would a person go?’”

Without spoiling the film, the answer to that question is pretty damn far. Pike (Daniel Baldwin) is $56,000 in debt to Pappy (Carmen Angenziano). To erase the debt, Pike must beat Pappy, two out of three, in nineball. But, if he loses, he must have sex with a young woman in the room whom he knows well, but is otherwise unidentified, while Papi watches. 

The whole film occurs  in a single, dingy  billiards room, where the lighting and camera angles create a claustrophobic atmosphere.  Once the rules of the bet have been established, most of the movie’s dialogue either focuses on Pike’s futile negotiation efforts or his female compatriot’s ever-increasing pressure to win.  

Given a full day of filming was devoted to pool shots and Mr. Baldwin is comfortable with a cue stick, the primary action is watching balls get pocketed and the players’ various reactions as they inch closer to the endgame, and of course, the denouement’s sinister reveal.

The movie premiered at the LA Shorts Film Festival in 2000 to an estimated crowd of 300 people. One day later, Showtime called, saying they wanted to license the film for heavy rotation on the Sundance Channel for two years. They even picked up the music licensing costs, which were substantial, given the movie features tracks from The Rolling Stones, The Allman Brothers, and John Lee Hooker.  But after renewing it through 2005, Showtime permanently shelved it. (I was only able to watch Gamblin’ thanks to Mr. Orkline generously mailing me a copy.)

Unfortunately, Gamblin’ didn’t open as many doors as Mr. Orkline had hoped. He went up to Canada to work again with Mr. Baldwin on Fall: The Prince of Silence, but it was a bust. Though the two remain friends, they didn’t collaborate again. Today, Mr. Orkline writes and assists his girlfriend, the actress Kelly Mullis. 

Nonetheless, the experience of making Gamblin’ was a great joy for Mr. Orkline. Throughout our interview, he warmly and  vividly spoke about the film’s creation, recounting nuanced details from twenty years ago. 

Perhaps most rewarding was the subsequent call he got from veteran director John Carpenter (The Thing; Escape from New York; Halloween), one of Mr. Orkline’s cinematic influences. “Wayne, I loved it. I didn’t see the end coming. It was sick and twisted.”

I’m gambling Mr. Orkline didn’t see that call coming.