84 episodes

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

Old Dirty Boston Jason Faulkner

    • Society & Culture

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

    Myles Connor, Al Dotoli and the Gardner Heist

    Myles Connor, Al Dotoli and the Gardner Heist

      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 together. When Myles stole a Rembrandt from the MFA in 1975, he traded it back to bargain a reduced sentence and $10,000 reward.  Al's the man who returned the painting.  Miles was also close friends with Bobby Donati, the man I believe stole the Gardner paintings.
    Myles casing the museum and where he thinks the paintings went.  I would like to say a big thank you to Myles, Al, and Courtney for taking time to meet with me. And a big thank you to Anthony Amore for connecting us. 
    If you would like to attend the premier of Al and Myles new movie Rock n Roll Outlaw the Ballad of Myles Davis please purchase tickets in advance at 
    https://regenttheatre.com/details/rock_n_roll_outlaw

    • 1 hr 15 min
    Drew Dunn

    Drew Dunn

    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.

    • 59 min
    Old Dirty Boston Podcast Live Nov. 2nd 2023

    Old Dirty Boston Podcast Live Nov. 2nd 2023

    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.

    • 53 min
    Old Dirty Boston Podcast Live Nov. 1st 2023

    Old Dirty Boston Podcast Live Nov. 1st 2023

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

    • 1 hr 16 min
    Vinnie Favorito

    Vinnie Favorito

    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.

    • 1 hr 28 min
    Dane Cook

    Dane Cook

    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.

    • 1 hr 7 min

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