A rookie with 10K, seeking advise

Thank you for your comments! Please bear with me. As a rookie, I don't even know much about what kind of details I need to provide.

I have a rega planar 3 with ortofon 2m black, connected to a PS Audio phono amp. A friend gave me a Denafrips terminator I DAC to use. (I guess that's the origin of my problems, as I have two XLR inputs now.)

Room size is not small, I can use a pair of floorstanding speakers. I foresee myself upgrading a few things as budget allows in the next 3-5 years. Not sure if you need more details.

Thank you, jjss49, for all your suggestions! I looked at harbeths and I found magnepans appealing too. I looked into magnepan 3.7 before, don't know if my current Strata amp could be temporarily used on them and seek replacement one or two years from now.   

I guess my biggest question is I'm not sure which upgrade I should begin with. I feel like my front ends are already too good for my amp and speakers. If I begin with speakers, I'm not sure if the ps audio amp is good enough to drive them. If I begin with amp, I don't know if I can hear any difference given the speakers...

Thank you again for all the suggestions! I am definitely not opposed to replacing the strata. In fact, given my taste of music, I thought about used AR REF3 (~5K here) and used Accuphase A50 (~5K on the music room). I just don't know if the upgrade can be heard with the Lintons.

Thank you all for your patience with a rookie. You are so kind. @gladmo, I agree with you 100 percent on research thoroughly and move slowly. And, thanks a lot for the link. I find it really difficult to research thoroughly as I live in a small town with only 1 serious AV shop 150 miles away. That's part of the reason why I can't answer @soix question about the sound characteristics I'm looking for. I simply haven't had the chance to listen to a lot of HiFi equipment. In fact, may I ask how you guys do your research? Do you try to listen to everyone of them and compare before your purchase?

I guess I am just in a very early stage of my HiFi journey, like @david_ten said. All I recall was when I switched from $100 speaker to Linton, I was like WOW! when I switched from $500 amp to the Strata, I was like WOW! I am looking forward to one step further.

Yes, david_ten, I can feel the exciting times ahead! What you said just blew my mind: 10K on power and cables?! Their priority is even higher than speakers and amp? I guess I need to do some homework first...