I went in a different direction about 20 years ago-- I’m pretty much good on classic rock and where I wanted a better pressing due to mastering, I sought it out, but I rarely spend money on new audiophile reissues of the same old. To me, an incrementally "better" sounding copy of a record (that may be a subject of dispute) is less interesting than "new to me" music. That isn’t to say I don’t spend on records, but the stuff I chased was more obscure, typically not reissued by the usual suspects (though, on occasion, you’ll find something- for example, Bernie G did a recut of bobby Hamilton’s dream queen, a lounge slo-fi sexy late night record that was easily over a grand). The reissue is 30 bucks. Tone Poet did Katanga!-- killer and I think it is back in stock.
I get the "OMG the sonics" thing, but at a certain point, I’m more interested in music I have not experienced. Recently, Pure Pleasure, who is cagey about sources, did a live Cecil McBee record that is worth checking out. But, my taste these days leans towards spare post-bop jazz. A lot of the heavy rock I collected back in the day was reissued from questionable sources, and I doubt it will ever be done properly, so I bought the OGs.
My punchline: Don’t limit yourself to audiophile warhorses and the usual suspects. Explore more. You may find things that tickle your fancy. Given the inflation in LP pricing and corresponding decline in accurate grading, it’s a jungle out there, but there are so many records that aren’t reissued, let alone by these two houses.
PS: I was a Chad customer when he was selling old shaded dogs and Living Presence LPs from his mom’s place. That was a different era.