Gary Gulman and Conan O’Brien had a lively conversation on a recent episode of the talk show “Conan O’Brien Needs a Friend.” The two comedians discovered that they share not only a Massachusetts upbringing but also similar personalities and senses of humor. They both have a love for old-timey speak, which was a highlight of Gulman’s set on the show.
During the conversation, Gulman shared a funny encounter he had in Harlem. As a white Jewish man living in the area, he didn’t expect to be recognized. However, a man on the street shouted his name, much to Gulman’s surprise and delight. They discussed the joy of being recognized by fans, with O’Brien mentioning that, at his level of fame, it may be irritating, but for Gulman, it’s always a great feeling.
They also touched on their shared OCD about honesty, a trait they both developed from their upbringings. Gulman’s mother always wanted people to think highly of their family, so she would put on a facade when guests were over. Gulman, on the other hand, always felt the need to correct any falsehoods. O’Brien related to this, recalling how he grew up feeling like God was always watching him, which resulted in him acting a certain way based on what he was told.
The conversation took an amusing turn when they discussed their religious upbringings. Gulman, who went to Hebrew school, found similarities with Catholicism, as his friends who were Jewish often had similar rituals and beliefs. O’Brien added that he attended Catholic instruction and noted the common thread of guilt and the idea that someone is always watching.
They also shared their admiration for comedian Brian Kylie, known for his clean jokes and Catholic background. O’Brien recounted doing impressions of Kylie’s mannerisms and delivery, which left both of them in stitches. The discussion concluded with Gulman expressing his love for reading, particularly historical books, which he shares with Kylie.
It’s evident from their conversation that Gulman and O’Brien share a deep connection through their similar backgrounds and experiences. Their lively banter and relatable stories made for an entertaining and memorable segment of “Conan O’Brien Needs a Friend.”