You should start with the speakers. Any other approach is back-asswards in my opinion, though I've certainly been guilty myself.
Considering full upgrade over next year
Currently using yba cd3 with audiolab and B&W 610's. The yba is the newest piece and I am very pleased with it Start with the source). Looking to upgrade to SS amp, preamp and then speakers (5 to 6K used over the next year). The room is 10 X 18 and my music is varied. Looking for ideas. Considering pass, classe, plinius, etc to start. Any thoughts?