@chayro
it’s hard to give answers in purely price terms with analog, and performance is not that predictable relative to price. some vintage is not so expensive, and DIY efforts can make big differences. and the quality of the pressings of vinyl has more effect than the hardware. a modestly priced turntable set-up with the very best pressings easily surpasses any digital. but finding and buying the best pressings is a daunting task.
and on the digital side, price is a little more predictable, but maybe taste/preference is very significant. some listeners like tubed dacs, so this can influence preferences and price. a tube lover likely can find a cheaper dac that pleases. solid state IMHO has a higher ceiling of performance, but the best solid state dacs are expensive.
but if i had to come up with a number; i would say generally a $30k-$40k (new retail price) analog system (tt, arm, cart, phono) will surpass a $100k dac such as the MSB Select II with Taiko Extreme server, or dCS Vivaldi Apex stack....if the analog system is well set up and good analog sourced pressings (but maybe not the very best) are used. if the vinyl pressings are mostly modern digitally sourced pressings, then the result is unpredictable.
with vinyl the pressings are the limitation.