The question has always been “who let the dogs out?” and never “Who let the dogs in?” — but now, Nate Jackson, with all of his Big Dog energy, is helping us get to the bottom of the latter this fall with one simple answer: Us.
Returning to the city with as much anticipation as ever before, Jackson has added a second show to his Wilbur stop on October 23, as part of his Big Dog tour, which also hits Medford’s Chevalier Theatre on October 24. The trio of shows will mark Jackson’s second visit to the area in as many years, serving as a highlight amidst his bustling schedule that includes both stand-up, which was most recently celebrated in the form of his first hour special, Super Funny in 2025, as well as a handful of TV roles including Apple’s Bad Monkey and Peacock’s The Paper, among others.
Looking even further ahead at The Wilbur, living legend Brian Regan returns for another round at the famed venue in the new year, for one night on February 26.
Boston proper isn’t getting all the fun, though. A few stops down on the Red Line, as Leslie Liao brings her critically-acclaimed brand of comedy to Crystal Ballroom on October 8, while Saturday Night Live alum and DMV star Molly Kearney sets up shop at the Armory on October 13.
Tickets to these shows can be accessed via venue pre-sale starting today (August 20) at 10 a.m. ET by using the code VANYA. General on-sale starts Friday (August 21) at 10 a.m. ET.


