Old Dirty Boston

Old Dirty Boston

A podcast remembering the streets, scenes, and stories of Old Boston.

Episodes

March 10, 2024 75 mins

  In this episode, I'm at La Scala in Randolph for lunch with Myles Connor and Al Dotoli, two of Milton's most notorious men. One, for robbing banks and priceless works of art from Boston museums. The other, for managing the careers of entertainers like Frank Sinatra, Ozzy Osbourne and Rodney Dangerfield. Dane Cook told me, "Al Dotoli made me an arena comic."

Al and Miles were childhood friends. They were in a high school band toge...

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In this episode I'm talking to Boston Comedian Drew Dunn.  Tune in to hear how he got started in stand-up, and how his Dad watching Twitch, helped him land a dream gig touring around the country opening for Dane Cook.

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November 10, 2023 53 mins

In this episode I speak with local comedians, Christian Trotter, Big D, the Legendary Vinnie Favorito and more.  We also check back in with Director John Hickey and his heated fued with comedian Tim McKlasky.

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November 10, 2023 76 mins

In this episode I confront Tim McKlasky on his use of the Golden Banana and Film Directory John Hickey expresses his anger. 

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October 25, 2023 88 mins

In this episode I'm talking to the funniest man in Boston Comedy, the one and only, Vinnie Favorito.   Vinnie talks about growing up in J.P., his first time seeing stand-up at the Ding Ho, winning the San Francisco Comedy Festival, Vegas, L.A., Foxwoods, and friendships.

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September 11, 2023 67 mins

In this episode I'm talking to one of the greatest stand up comedians ever to come out of the city of Boston, Dane Cook.  Dane talks about growing up in Arlington, navigating his dad's alcholism, childhood anxiety, and the importance of drive, determination and will power in the entertainment industry.

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In this episode I'm talking to Boston Street Photographer @larrydavey_  or David Callinan.  In my opinion Dave is the best street photographer in Boston.  His style is up close and personal, raw and dramatic. 

Dave talks about shooting in New York and Mumbai, India and what he wants to do next.  

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August 24, 2023 79 mins

In this episode I'm talking to Janet McNamara one of Boston's funnies and most original stand up comics. 

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August 18, 2023 26 mins

In this episode I'm talking to the legend of Boston comedy Lenny Clarke about the begining of Boston's stand up scene at the Ding Ho. A chinese restaurant in a Portuguese neighborhood (Inman Sq Cambridge) with western saloon decor. 

Hopefully this will the first of a series of episodes on the life and times of Lenny Clarke. 

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October 27, 2021 39 mins
In this episode, I'm talking to Dan Hall host of the Weed Game Show who decided to stop smoking weed for 30 days, the longest he's gone since he was 12. Dan also gave up drinking about a year ago and talks very honestly about how alcohol, Adderall and weed have affected him. 
 
All this talk about Boston comedy and comedians wouldn't be complete without a live show. We'll be taping a live episode of The W...
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October 20, 2021 44 mins

In this episode, I'm talking to Jonathon Gates host of the Black Comedy Explosion Boston's longest running comedy night, every Wednesday at Slade's 958 Tremont St. in Boston. 

I can tell you from experience this is the liveliest room for comedy in Boston, and if you consider yourself a fan of the art of stand-up comedy, I urge you to experience it for yourself.

It was an honor and a pleasure to learn more about Jonathon, his journe...

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In this episode, I'm talking to one of the original kings of Boston Comedy, Tony V. He talks about growing up in an Italian family in Somerville. The genesis of the Boston comedy scene, originality, sobriety and making a li...

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October 6, 2021 92 mins
In this episode I’m talking to five time Boston City Council member and owner of John Tobin presents. The largest network of comedy clubs in MA, including, Nick’s Comedy Stop, Laugh Boston and The Comedy Scene. 
 
John talks about growing up in Mattapan, family, foster kids and what it takes to make it in the world of comedy.
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September 29, 2021 32 mins

Tune in for episode 2 with Big D as we dive deeper into how we're going to break the Boston comedy scene, his world of stand-up, building an act and how to make his story his strength. 

 

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September 22, 2021 31 mins

In this episode I’m talking to Boston Comedian Big D. D’s a close friend and our conversation stayed with me, its heavy. 

D talks about growing up in Roxbury, making his way down south, cocaine, stuck up kids, losing his mom and finding his freedom on stage. 

 

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September 16, 2021 54 mins
In this episode I’m sitting down with Audio Ed Sullivan. Ed has been working with me on the podcast, and we dig into where this project started, where it is today and where it’s headed in the future. 
 
If you want to be a part of the ODB podcast as a guest, a sponsor or to help on the show send me a DM on IG @olddirtyboston 
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In this episode, Im sitting down with the Boston Be A Man guy and his brother Carlo. They fill me in on how they started their production company Breaking Balls, the I Love Monday’s podcast and their breakout success With over 3 million followers across social media.  Boston Be A man. 

If you want to be part of the Be A man Experience send me a DM on Instagram @olddirtyboston I’m giving away 4 tickets to b...

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In this episode, I’m talking about Rose Dugdale, the wealthy heiress who broke bad with the IRA, dropped bombs on English soil and stole at least one Vermeer. I’m very happy to welcome back on the show a great friend, Anthony Amore, author of his latest book The Woman Who Stole Vermeer and The Director of security and Chief Investigator of Isabella Stewart Gardner Museum. 

Don’t miss the later part of the ...

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May 26, 2021 48 mins
In this episode I'm talking to my dear friend Laura Baldini about why my recent tinder conversations have her ready to call her lawyer. This is the most personal, uncensored, unfiltered podcast I have ever recorded. Buckle up we're going catfishing. 
Laura Baldini, Jason Faulkner, Adam Waters. 
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In this episode we're talking about our April Challenges, 30 days of Sexual Kung Fu - Hi Ya! Learn about my month studying the book Taoist Secrets of Male Sexual Energy and Dan’s absolute failure of an attempt to quit smoking with the help of Pure Hemp Smokes. The guys at Pure Hemp Smokes sent us a bunch of packs to help Dan quit smoking. It's basically weed with no THC, just CBD. Dan said they didn’t help him quit, bu...

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