Originally Posted by msulinski
The general opinion of this forum is that gray is hard to pair and rarely looks good.
I think that a greyish herringbone odd jacket can look nice if you have a decent assortment of cream and tan colored pants (full disclosure - I own one and love it, though I admit my other odd jackets get a bit more use). Some probably dislike the herringbone as well but I get the sense that it is solid grey that gets the most hate around here. Solid grey is much harder to make work and often looks like an orphaned suit jacket depending on how it is worn.
That having been said, you should have a few odd jackets before going for a grey herringbone. It's a better choice when you already have 2-3 or so non-summer weight odd jackets and at least something to keep you cool in summer if needed. Maybe a 4th or 5th odd jacket.