Dave Portnoy escalated his feud with "lyin' Zach Bryan" after the country singer's messy split with Barstool podcast host Brianna "Chickenfry" LaPaglia.
Portnoy dropped a five-minute diss track Wednesday with Barstool personality Josh Richards -- in which he calls Bryan "ugly" and a "b-ch" and accuses him of cheating -- entitled "Smallest Man," which is the nickname Portnoy gave Bryan when the singer publicized their breakup.
The Barstool founder and Richards host the "BFFs" podcast with Chickenfry, and they previously supported her when she said she was "blindsided" by her breakup with Bryan.
The song starts with Richards rapping about Bryan apparently being on dating apps right after his breakup with Chickenfry -- before Portnoy, 47, enters with a scathing verse attacking Bryan's appearance.
"I said trust me, caught your pants on fire / Tinder, Bumble, Raya, knew you was a liar. You're a d -- -bag, you just made a new rival / Pretty soon you going to need a revival," Richards begins, referencing Bryan's songs "Revival," among others.
"You f-ked up. / It's about to get gory / Go post it on your Instagram Story / You say you remember everything, but I guess not because you forgot about your wedding ring."
Bryan confirmed his breakup with Chickenfry, after one year of dating, in a message on his Instagram Story last month. The country singer was previously married to Rose Madden for from 2020-21.
Chickenfry responded by saying she was blindsided by Bryan's message and claimed the pair agreed to keep their split quiet.
In the video, Portnoy, 47, and Richards, 22, are dressed as policemen with fake mustaches -- and pull over a man who resembles Bryan, 28, driving a pickup truck.
Richards goes on to rap "it's sickening" how Bryan did Chickenfry wrong.
Then enters Portnoy, who wasted no time before he named-dropped Taylor Swift.
"Itty bitty Zach, s -- ty s -- ty tats / Ugly in the face, there's no cure for that," Portnoy began. "Country singing boss baby, get that boy a snack / Throw another temper tantrum, it's time for a nap / Think you're on some s -- tryna diss Taylor Swift, did a hundo 'gram stories apologizing like a b -- h."
That was a reference about when Bryan said he believed Kanye West was better than Swift in a post on X last month -- which he later apologized and said he was drinking at the time.
"From the looks of all your tweets, I'd say you got a booze problem," Portnoy continued before adding that Bryan's "head looks like a Lego" and he has hair like Homer Simpson.
"Consider this a warning for the next girl that dates you," Portnoy sings before Richards says, "We know for a fact that your whole band hates you."
The video concludes with a snippet from Bryan's song "28," which is about his relationship with Chickenfry, but Portnoy and Richards changed the original lyrics.
"How lucky is Bri to be free of ZB," they sing.
Taking to X, Portnoy said the video was removed from YouTube on copyright grounds.
"Zach Bryan and @warnermusic must have the worst crisis management execs in the world," he wrote. "Running around like chickens with their heads cut off trying to erase #smallestman from the internet. Did nobody tell them I run an internet company? They just guaranteed this thing hits #1."
Chickenfry claimed Bryan blocked her, Portnoy and Richards on social media after the diss track was released Wednesday.
The music video is still posted on the BFFs and Barstool social media accounts on X and Instagram.
