Josh is a deeply sensitive and poetic guy that Karen has referred to him as "The Talented Mr. Wimply", with a tendency to give worthless trinkets he finds as a gift to Grace.
Grace, turned off by his sentimentality and lack of decisiveness, tries to break it off by telling him that she's in love with Will. Taking Karen's advice, she also withholds sex in attempt to change his behavior. Josh does briefly become more assertive, standing up to her and saying he's "not going to change for anyone". 
He last appears in New Will City, when Grace is attempting to choose between him and Ben Doucette. Upon returning from vacation, Will advises her to choose Josh, but it is ultimately revealed that Jack slept with Josh, prompting Will to say, "I can't believe you ended up with another gay guy!" 
|Josh:||I saw this rock on 9th Avenue, and it reminded me of you: beauty in an unlikely place.|
|Grace:||Aww, thanks. It's... It's, um-- Josh, I don't think it's a rock. I think it's gum.|