[5] Poole was best known as the third mic on the midday show on The Sports Hub, having previously worked with Toettcher at WBCN as the production director and afternoon/evening host.
Shertenlieb worked on the station's morning show alongside Leslie Fram, Steve Barnes, Jimmy Baron, and Crash Clark.
In March 2006, following Cumulus Media's acquisition of Susquehanna Radio Corporation, Toettcher requested to be released from his contract at WNNX with intentions to join Shertenlieb's venture.
While plans initially called for them to serve as local replacements for the recently canceled David Lee Roth show, Toettcher and Shertenlieb were instead assigned to afternoon drive, as the New York–based duo of Opie & Anthony would instead helm mornings.
Also around this time, Gonzalez was moved to a largely off-air role, though he was still featured for regular on-air segments and was utilized for "man on the street" bits.
On May 23, 2016, Adolfo Gonzalez announced his exit from the program, expressing a desire to return home to Dallas, Texas, and attend college.
With Gonzalez's exit, former intern Nick Gemelli was recruited to work alongside producers Dan O'Brien and Mike Lockhart, screening listener phone calls, collecting street audio, and later operating the show's Twitch/YouTube feed.
On October 25, 2023, Beasley Broadcast Group announced that Toettcher signed a new contract "to continue to serve at the helm of 98.5 The Sports Hub in Boston’s Award-winning morning show for years to come.
Out of respect for Shertenlieb, Toettcher announced that the show would retire his production elements and segments, such as "What Happened Last Night" and "Fart Court."
[9] Following his program's debut and subsequent cancellation, comments made on-air by Toettcher suggest his and Shertenlieb's relationship has completely deteriorated.