Integrated or speakers


I am sure this has been asked before . But with new equipment and technology I thought I would ask again. I am looking at rebuilding my system. I am totally satisfied with my source components and cables.

I will be using monitor type speaker for here to eternity. Space and room size, I have about $1000.00 to upgrade at this point, should I go speakers 1st and integrated 2nd or the other way around.

I like a slightly more warm side to tame some of my recordings.

Thanks,
musicrover
My current system:

Yamaha A–500 Integrated (I think it’s from the 80’s?)

Rega p1 TT

Toshiba CDP with modifications by Response Audio. This thing is just amazing.

Dynaco A-25 Speakers with SEAS Prestige tweeters

DIY speaker stands

This system does a nice job but the speakers and amp are limited.
I do agree with the suggestion for getting a woman, however, for the system, am I correct that the Yamaha Integrated has spring clips for speaker connections? If so, replace it first. Are the A-25's original with new tweeters?
Tls49, Yes The Yamaha has those snazzy spring clips we all like. The speakers are the originals with new tweeters, I updated the crossovers as well.
Musicrover, I have a pair of original A-25's in a secondary system, and thought about upgrades for them. Can you give me some direction on this?