At what point do you decide you did a good job? At what point do you decide you had a good day? Tom debates those topics and makes new friends It's National Punch Day!

"Talk Like A Pirate Day" trivia and gets some help. Plus a dating pick up line from his friend's highschool aged son!

Caitin O’Connor of 2 and a Half Men returns!  Tom’s friend Rene asks ust What’s the deal with Shein jeggings?  Rene’s odd fashion find turns into a fundraiser for the Quinnipiac University Father Loui

Caitlin O’Connor from Two and a Half Men, Arsenic Magazine, and Tosh.0 joins Tom as she is in town for Fashion Week. What did the Skerry Jones and David Brody from the Brooklyn Boys podcast think of T

Taking part in New York City's "Open Streets" program on Columbus Avenue, Tom Kelly meets a couple from Boston who just moved to New York City. Why would someone move to New York City in their sixties

6 Time Emmy Award Winning, Best Selling Author and Sirius Radio Host Janette Barber joins Tom Kelly for the BEST ADVICE his Father ever gave him. NOBODY CARES. Life isn't fair. Nobody cares. Now what?

It's that time of year where high school graduates are heading off to their Freshman year of college. Loren Raye joins Tom to give their own advice and advice from Tom Kelly Show Fans for this year's

Ryan Sher of Subrosa Brand stops by the Tom Kelly Show to talk about New York's Dawn of the Streets. Plus: What can regular people learn from the BMX community?

Tom Kelly podcasts from dead stop traffic on his way to the Callicoon Hills resort in Callicoon Center, New York.  Topics: Why did Sylvester Stallone replace a tattoo of his wife with one of his dog?

Loren Raye of TJ in the Morning and the Elvis Duran and the Morning Show joins Tom Kelly for a day of updates and laughs. How is Tom's Sleep Apnea mouthguard working? How is Baby Sophie affecting Lore