Gregory plays one of Elaine Del Valle's hilariously failed dates in this "unromantic comedy" web series, Reasons Y I'm Single.
Gregory plays the all-American dad of a family desperate for a good vacation in this series of comedy spots.
Here’s a sneak peek at the making of Wrath of Kings …
When new men's cable channel DudeTV recently announced its first lineup, the show that instantly captured the public's imagination was Wrath of Kings.
Gregory plays the worst ex-husband on the planet in this award-winning short film about three women who unite to stick it to the man, literally.
Gregory as a secret service agent for a politician who has a stinky debate performance.
Gregory played Larry Bird in Magic/Bird, a new Broadway play about the rivalry and friendship of Magic Johnson and Larry Bird. Hamilton's Tony-winning Thomas Kail directed. (read reviews)
Gregory plays a Macy's security guard who screams like a little girl when Justin Bieber walks into the store for their Black Friday sale.
Gregory plays a husband who is super-psyched with the performance of his IKEA kitchen appliances at a dinner party.
Gregory as a golf caddie who gives comically bad advice to his player, PGA Tour star Davis Love III.
Gregory as everyman with heartburn in this Prevacid "photomatic" commercial, a sequence of still photos strung together in stop-motion.
