Ray Romano is normal in “95 Miles to Go”. If you didn’t know, this statement is a compliment. I started watching this film thinking it was going to be the standard 30-60 minute stand-up set, with lots of jokes and only jokes. This experience was a documentary. Actually, there was probably 2% of stand-up time and his longtime friend and comedian, Tom Caltabiano, handled most of that.
Ray explains to us his fear of flying at the beginning, so he and Tom set out on a comedy tour that includes a rental car and the open road. You get to see Ray interact behind the scenes with Tom and event personnel in the various cities. The reason why I say he’s normal is because you get to see are vulnerabilities to life like so many people face. It makes him relatable.
I thought the documentary was good. You see Ray trying to squeeze in golf lessons on his tour; just like many men try to fit sports into their life whenever they can. Than you see Ray discuss getting old in general when he makes a comment about a cartoon of him printed for a publication. The only thing he had to say about the caricature was that he didn’t know he looked that old. He seems to be the “Average Joe” that happens to have a successful comedy and acting career.