As a young painter, Holland did not have the finances to hire live models. The images he found in boxing magazines became his subjects.[3] Holland attended the School of Industrial Art (now called the High School of Art and Design),[3] which devoted half of each day to art studies. Later, he attended Pratt Institute, the Art Students League and the School of Visual Arts, all in New York City.[3]
The American Sport Art Museum and Archives (ASAMA) in Daphne, AL, recognized Holland's abilities and contributions to both art and sport, bestowing upon him the title of Sports Artist of the Year 1993.[5]
In addition to being the official artist of the Los Angeles Kings, Holland is one of the twelve artists selected by the United States Olympic Committee to represent the 100th Anniversary of the Olympics. He completed eleven paintings for the Baltimore Ravens' Walk of Fame, commemorating their path of victory to Super Bowl XXXV. In 2008, his art commemorated the year-long celebration of the Los Angeles Dodgers' 50 years in Los Angeles.[citation needed]
In 2009, he was commissioned to create ten paintings for Denver Avalanche hockey team.[3]
Holland continued to paint iconic portraits of musical entertainment’s greats: Elton John, B. B. King, Jim Morrison, Bob Dylan, Elvis, Johnny Cash, John Lennon, Aretha Franklin, and the Rolling Stones, and musicians for The GRAMMY Charities Art Collection.[6][7]
Exhibitions
In 2012, Holland exhibited a series of paintings at Wisby-Smith Fine Art in Dallas, Texas.[8] In 2013 Holland exhibited a portrait of Peyton Manning at Fascination Street Fine Art in Denver, Colorado.[9]
Five paintings by Stephen Holland were accepted into the Smithsonian Institute's online Catalog of American Portraits.[10]
In 2022, Holland had a one person show at Silo118 Gallery in Santa Barbara, California.[11]
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