First Annual Transformer Comedy Fest Comes to Pittsfield

PITTSFIELD, Mass. — The Transformer Comedy Fest will feature three days of comedians from across the nation at Flat Burger Society and Dottie's Coffee Lounge.

The event runs from Thursday to Saturday at 8 p.m. with headliners Caitlin Cook, Anthony DeVito, and Josh Gondelman.

The festival is independent and homegrown festival with local and regional comics in supporting roles at each show. It is being produced by the Comedy Grotto at Flat Burger Society, a monthly professional comedy production, in cooperation with Dottie's.

Flat Burger Society is located on McKay Street and Dottie's is located at the corner of North Street and Maplewood Avenue.

Thursday, Oct. 13

Caitlin Cook kicks off the festival at the Comedy Grotto. She uses irreverent musical comedy and projected visuals and has taken the stage at top-tier comedy clubs and theaters and has released two musical comedy albums both of which are regularly featured on Sirius XM and other streaming platforms. She is currently touring "The Writing On The Stall," a one-woman bathroom stall graffiti musical that made its official debut at the Edinburgh Festival Fringe in Scotland in August.

Friday, Oct. 14

Writer and comedian Anthony DeVito takes the stage of Dottie's Coffee Lounge. He's appeared on CBS' "The Late Show with Stephen Colbert," "Comedy Central Stand Up Presents: Anthony DeVito," Comedy Central's "Adam Devine's House Party," NPR's "This American Life," TV Land's "The Jim Gaffigan Show," and AXS TV's "Gotham Comedy Live." His debut album "Dream Occupation" is available from Comedy Central Records. DeVito has created a one-person show about finding out a family secret titled "My Dad Isn't Danny DeVito" that also made its debut at the Edinburgh Festival Fringe.

Saturday, Oct. 15

On the final night, author, producer, and comedian Josh Gondelman will headline Flat Burger Society's Comedy Grotto. Gondelman is a writer and comedian who incubated in Boston before moving to New York City, where he currently lives, and most recently worked as the head writer and an executive producer for "Desus & Mero" on Showtime. Previously, he spent five years at "Last Week Tonight with John Oliver," where he earned four Emmy Awards, two Peabody Awards, and three WGA Awards. His debut standup special "People Pleaser" is available to stream now. In 2016, Josh made his late-night standup debut on "Conan" (TBS), and he has also performed on "Late Night With Seth Meyers" (NBC) and "The Late Late Show with James Corden" (CBS).

Gondelman is also the author of the essay collection "Nice Try: Stories of Best Intentions and Mixed Results" published in September 2019 by Harper Perennial. As of 2019, he has become a regular panelist on NPR mainstay "Wait Wait Don't Tell Me."

Additionally, on Tuesday, Nov. 15, comedian Eddie Pepitone, subject of the documentary "The Bitter Buddha" and creator of comedy specials for Comedy Central, HBO, and Netflix, with hundreds of entries on his IMDB page, will headline the Comedy Grotto at Flat Burger Society.

Tickets for individual shows are available in advance via www.transformerfest.com.

Social Service Organizations Highlight Challenges, Successes at Poverty Talk

By Brittany PolitoiBerkshires Staff
08:04AM / Sunday, April 05, 2026

Dr. Jennifer Michaels of the Brien Center demonstrates how to use Narcan. Easy access to the drug has cut overdose deaths in the county by nearly half. 

PITTSFIELD, Mass. — Recent actions at the federal level are making it harder for people to climb out of poverty.

Brad Gordon, executive director of Upside413, said he felt like he was doing a disservice by not recognizing national challenges and how they draw a direct line from choices being made by the Trump administration and the challenges the United States is facing. 

"They more generally impact people's ability to work their way out of poverty, and that's really, that's really the overarching dynamic," he said. 

"Poverty is incredibly corrosive, and it impacts all the topics that we'll talk about today." 

His comments came during a conversation on poverty hosted by Berkshire Community Action Council. Eight local service agency leaders detailed how they are supporting people during the current housing and affordability crisis, and the Berkshire state delegation spoke to their own efforts.

The event held on March 27 at the Berkshire Athenaeum included a working lunch and encouraged public feedback. 

"All of this information that we're going to gather today from both you and the panelists is going to drive our next three-year strategic plan," explained Deborah Leonczyk, BCAC's executive director. 

The conversation ranged from health care and housing production to financial literacy and child care.  Participating agencies included Upside 413, The Brien Center, The Food Bank of Western Massachusetts, MassHire Berkshire Career Center, Berkshire Regional Transit Authority, Greylock Federal Credit Union, Massachusetts College of Liberal Arts, and Child Care of the Berkshires. 

The federal choices Gordon spoke about included allocating $140 billion for the U.S. Immigration and Customs Enforcement, investing $38 billion to convert warehouses into detention centers, cutting $1 trillion from Medicaid over 10 years, a proposed 50 percent increase in the defense budget, and cutting federal funding for supportive housing programs. 

Gordon pointed to past comments about how the region can't build its way out of the housing crisis because of money. He withdrew that statement, explaining, "You know what? That's bullshit, actually."

"I'm going to be honest with you, that is absolute bullshit. I have just observed over the last year or so how we're spending our money and the amount of money that we're spending on the federal side, and I'm no longer saying in good conscience that we can't build our way out of this," he said. 

Upside 413 provided a "Housing Demand in Western Massachusetts" report that was done in collaboration with the University of Massachusetts at Amherst's Donahue Institute of Economic and Public Policy Research. It states that around 23,400 units are needed to meet current housing demand in Western Mass; 1,900 in Berkshire County in 2025.