Why approach it as if you have to read the entire series? It peaks with books 2-6 imo, and all of those books are internally satisfying. I'm working my way through book 10 right now and I'm about ready to be done with the series, haven't had the greatest time with the last four books.
Definitely read Black Company; the first three books form a very strong, self-contained trilogy. I remember the first book being rather atmospheric and slow but the following two are page turners. (Shadows Linger in particular reads like a dark fantasy Elmore Leonard story.)