Caleb was born in New York City, but his parents soon moved and raised him in the Hudson Valley of upstate New York. He attended college, but his major he chose was lacking in his interest. He moved to New York City in 2011 to pursue writing and comedy. He studied at New York Film Academy and received a certification in Digital Video Editing. He edits film and videos in his spare time for pleasure and clients. He also writes short stories, screenplays, and television pilots. He recently wrote, directed, and starred in his own short film.
Caleb's interest in real estate stems from his need to create. Art needs funding and he saw real estate as an opportunity to fund his own projects. He currently resides in Bedstuy, Brooklyn where he feels is the next up and coming neighborhood.