Olan Montgomery

Montgomery's final large screen role came in 2020 with an appearance in The Roads Not Taken, directed by Sally Potter.

In March 2020, Montgomery was hospitalized with COVID-19 at Long Island Jewish Medical Center in New York, one of the hospital's first victims of the pandemic virus. He was sustained on a ventilator for 26 days before showing signs of recovery and being removed. However, his health subsequently turned for the worse, and he died on April 4, 2020, of complications of the respiratory virus, aged 56.

Montgomery and his twin brother also starred as conjoined twins in the 2016 short Ham Heads, following up on a joint appearance in Frankie: Italian Roulette, a film which won the 2015 Oaxaca Film Fest in Mexico and the Nostro D'Argento in Rome in 2016.

In addition to appearing in the work of others, Montgomery wrote and produced several of his own short films, including Rush Call Clown (2016), three films released in 2017 — Silence =, Toggle, and Al & Ollie — and 2018's Babies to the World.

He appeared in supporting roles on the television series My New Roommate (2014), The Blacklist (2017), Stranger Things (2019), and FBI: Most Wanted (2020).

Montgomery began to study acting as the first decade of the 21st century drew to a close. Beginning with a 2011 appearance in Boardwalk Empire, Montgomery found a place as a supporting actor in a lengthy series of television shows and feature films. He appeared in the 2014 film Appropriate Behavior as well as Hollywood Dirt (2017), Haymaker (2017), Alterscape (2018), Already Gone (2019), and The Irishman (2019).

In a 2009 interview Montgomery was asked by interviewer Manuel Dawson how he would like to be remembered by posterity. Montgomery replied:

In March 2008 Village Voice columnist Michael Musto reviewed a book of Montgomery's unique portraiture, POP: Art Inspired by New York's Own Subcultures from Celebrity to Subway: Something More through Color and Light. Musto, himself a subject of Montgomery's work, described the artist's creative process:

"My media now is I take pictures, I paint on them, and I create different things," Montgomery told the New York Times in 2003, "so it's a combination of digital and plastic and acrylic — all the things that I think are modern art utensils for today."

Timothy Olan Montgomery (April 12, 1963 – April 4, 2020), best known as Olan Montgomery or simply as "Olan," was an American actor and pop artist specializing in mixed-media portraiture. He was active in New York art circles as a photographer, painter, author, and actor in film and television. He died during the COVID-19 pandemic due to complications brought on by COVID-19.

Timothy Olan Montgomery was born April 12, 1963, in Warner Robins, Georgia, the second of identical twins born to Eslye Lee Moate and Gary Misner Montgomery. He spent most of his youth in Macon, Georgia, graduating in 1980 from Northeast High School in that city.