Many of my clients smile, nod their head dutifully (to show they're listening), and then firmly PASS when I recommend a wool tie for winter. For most, the argument is that the knot will tie up too bulky. Like many other details of dress, sporting a wool tie comes down to proportion. First, the tie should be a thinner width (than that of a conventional silk) like the one pictured here from Alexander Olch. This will ensure the knot doesn't obscure your entire throat. Second, consider a spread collar for proper display (a frame for the photo if you will). And, third, a sturdy tie is best paired with a sturdy suit (think tweeds, flannels, and winter-weight wools). My recommendation is to purchase at least one wool tie and make it gray which will complement navy, gray, black, and brown suits. It's simply knot what you've been thinking all these years.