@knotscott ”Speakers often have the most impact on the system”
I agree with that. Followed by (in this order): first stage of music (so turntable), then final stage of amplification, then preamp.
OP:
Older CD transports (1990s) are actually much better built than most current models. (There are some exceptions.). The only things that have really improved are the DACs and that is very much an incremental change. So that would be a last stage change, especially if you have digital out where you could use the good transport you (probably) have with a more modern DAC.
basically, start on the outside of the chain (except CD) and work in.
OP: before giving advice, tell us about your room and listening preferences. Those speakers, for example, might be just fine in your circumstances. Or, for example, let’s say you have a giant space, so making full range speakers with big subs and lots of amplification might prioritize over the sources.