Armed with a bass, a kick drum, and a foot tambourine, Gregory McLoughlin has spent years turning parking lots, sidewalks, and small rooms into spaces for connection – offering one-on-one performances that feel more like conversations than concerts. On Monday, March 30, 2026, the New Jersey-based songwriter will mark a major milestone in that journey: the 300th episode of his weekly "TGIM" livestream (Thank God It's Monday).