If Tidal had even a fraction of the music I own available, possibly, but they don't.
Fair enough. That must be one esoteric music collection. :)
For the sake of completeness, there are also auto-feeders available. You're talking about some real money now and you mentioned saving money above, but I wouldn't think something like that would be hard to sell on a site like this. There are bound to be plenty of people in exactly your position.
Having ripped quite a few of my own, I can tell you that after about 100 CDs, it gets pretty tedious.