Chandler's homophobia sticks out much more with 10-20 years of distance. (One-sentence summary. I really thought there was going to be a second page. That felt just a couple gifs shy of Buzzfeed.)At the same time, most every sitcom character is an awful person when you really look at them. That was my issue with the Seinfeld finale- the idea was that those four were awful, self-absorbed people, and I couldn't help but think: "So is everyone else on TV."
I've been watching with my 11-year-old daughter (sheesh, I specifically remember comments on this blog in which I referred to her as my 4-year-old daughter), and we're about halfway through Season 2. I agree that the homophobia plays REALLY awkwardly today - in the very first episode I had to explain to her why the idea of Carol leaving Ross for a woman was (deemed) fodder for comedy. But pinning that all on Chandler is ridiculous. It's pretty pervasive, and a lot of it lands on Ross.
And a lot of that is leftover "Ross must not have been a real man" being read into it in the writing from back then.