you have a solid vinyl rig....really pretty good depending on your set-up skills. so it will take a formidable digital set-up to even equal, or possibly take you further, musically. but with vinyl so much depends on your collection of pressings, and your intentions of pursuing top level performances and pressings. if you have lots of great sounding pressings, 45rpm and direct to disc pressings, and have good performances, digital ultimately can't quite touch that. no matter how good......and i know how good digital can get.
so your question is as much about what music you want to pursue, as your gear. digital has an unlimited access to lots of music. but it's not the best way to hear golden age classical, jazz and rock. so investing in high level digital is a commitment to the music best heard that way. or double down on the vinyl you want.
just my 2 cents.
i use MSB and would recommend the Reference level MSB for a dac, or the Premier if that is too rich.
for servers, i use the SGM Extreme and love it; it's fantastic but it's price is up there; so i would differ to others about more moderate priced servers. but if you want the best performing server.....that is the one i have and could not recommend it more highly. it will get digital closest to vinyl.