Olin was raised in South Carolina and graduated from Appalachian State University (NC) before moving to Chicago. He received a Bachelor of Science degree in Communication Advertising and a degree in Theatre Arts, emphasis on Musical Theatre. He currently works as a Real Estate Broker here in Chicago as well as a professional singer and actor.

He is a founding company member of The Cabaret Project, and for the past 10 years has been performing in multiple venues around Chicago as well Indiana, Wisconsin, Missouri and Puerto Vallarta, MX.  In Chicago, the cabaret has performed at The Green Dolphin Street, Hydrate, Davenports, Circuit, The Center on Halsted, Mary's Attic, The Drake Hotel, Stage 773, The Peninsula Hotel, The Back Room and Uptown Underground; as well as many underground performances, private parties, engagements and more. In Lake Geneva, WI we are the resident cabaret troupe at The Maxwell Mansion. In St. Louis we run the entertainment for The Emerald Room at The Monocle, as well as perform. And in Mexico, we've performed for the past 2 years at The Palm Cabaret in Puerto Vallarta.

In 2012 Olin had a role in the film 'Scrooge and Marley' directed by Richard Knight. In 2013 he had the opportunity to work on the feature film 'Divergent' as well as a featured teenager on NBC's hit drama 'Crisis'. In 2014 and 2015, he worked on 'Chicago PD', 'Chicago Fire', 'Chicago Med', 'Batman vs. Superman' and miscellaneous pilots. He has also been featured in commercials for Taco Bell and RICOH. Outside of on-camera work, Olin worked on the crew for Chicago PD as a stand-in for 2 seasons. 

In 2017, the touring troupe Feathered Beaus was created. This 4 part male vocal ensemble stuns crowds with its dazzling display of sex appeal, vocal talents and humor. The group will be touring the midwest in the Spring/Summer of 2018 after their return from Mexico.

Standing 4-5 inches shorter than most all male models, Olin has been lucky enough to break into the "modeling world" with his hair. He's worked locally with companies such as Bumble & bumble, Art & Science, Aveda, and American Crew as well as international company Reuzel.

Outside of Real Estate, music, acting and showing off his locks, Olin plays softball, volleyball and tennis, loves boating, traveling and cooking, college football and is married and currently co-habitates in Andersonville.