Speakers 10 years old or older that can compete with todays best,

@daveyf , @phusis 

I have been using digital signal processing for 25 years. For the last two years I have been running my phono stage into an ADC, digitizing the signal into 192/24. RIAA correction is applied digitally without any distortion or phase shift. I can also turn any record into a digital file.

I can AB pure analog to Digital at any time and there is no one individual that has prefered the analog version. My system is also optimized for digital use and does not represent the finest of analog system, but I do use ESLs with subwoofers and fine cartridges like the MSL Sig Platinum, Lyra Atlas SL and Ortofon MC Diamond. 

If you know what you are doing and have the right equipment, the benefits of digital signal processing far outweigh any disadvantages. It is also true that two channel processors have not really come into their own until recently. Digital volume has always been a problem because as you drop the volume from 0 dBFS you lose bits. The newest 64 bit floating point processors still lose bits but they start out with so many that resolution never drops below 192/24. Volume is no longer an issue. 

Anything by Verity Audio.

Ovations, Sarastros etc.  Verity is a Quebec maker not well known but should be. Anything reasonably priced in the used market should be seriously considered.  

@mijostyn   The discussion about whether a digital step in vinyl is audible or not is an old one. IME, I always prefer the 'purity' of a AAA source vs. a digital source. Digital has come a long way, but IME--and IMHO, it just is not quite there yet. YMMV.

@mijostyn --

I use a digital source only, my DAC/preamp sports a lossless digital volume control (i.e.: no effective loss of bits at lower volumes; it's also the preferred volume control option over JRiver MC31's internal digital ditto), and a digital crossover for active config - I'm not a stranger to digital, I'd say. Implementing the digital XO-settings has been done with the aid of measurements and countless hours of listening tests, so in a sense this has been done in the analogue domain, certainly without DRC, and that's how I prefer it as of now. There's hardly an automation to this approach that can bypass a range of manual factors in setting the filter values (i.e.: by ear and experimentation), and these would come in handy with an eventual correction in both the amplitude and time domain, say, with FIR-filters. As I've said already, this will come down the road. 

@phusis

There is no such thing as a "lossless" digital volume control. Some units may revert to an analog volume control. But, even the best digital volume controls lose bits as the volume goes down. It is just that the really fast processors do not lose enough bits to affect sound quality. 

Down the road? I have been tuning my system one Hz at a time for 25 years. Let's say I measure my system and see a 3 dB dip in the left channel at a specific frequency say 358 Hz. I can select 358 Hz and increase it 3 dB. I can also adjust the Q of the filter matching what I see on the measurement exactly.