I have some experience with tube amps, particularly a proper plexi 100 watt super lead and 4x12 cab, more recently I’ve been playing through a 64 spec super reverb combo with the 4x10 alnico Jensens.
There is a certain real tube interaction that just cannot be replicated by digital. Can you live with out it, certainly. But it’ll never be 100%. There a tactile feel and immediacy about playing a real rig.
The other thing is hitting your preamp with a good clean boost doesn’t translate to digital either. DI input level is not something you can use the same way, granted you can run a soft boost in DI/analog but nothing will respond like the real thing.
There is another consideration, for example you are using a fuzz and rolling the volume off to get all your drive tones from clean to distortion, there is an impedance interaction between a proper Square Face Fuzz that is very hard to do, I’ve tried the fuzz in the latest Axe FX plugins with their super reverb, it’s damn close but not half as fun. I was amazed by how they have tried to simulate the interactions and gotten close but more like it’s a neat curiosity, I’d never want to spend more time with the software over the real amp as it’s never going to ever be 100% as of now.
The other thing is about close micing, I used to do that with the 4x12 playing malmsteen and it was fine for that purpose but the minute I tried the same with the super reverb SRV tones, it fell apart. I’ve done tons of reading and research around the tone this genre of music needs and found this interesting fact, room micing is a very real thing, its easy in the studio but guys like SRV and Philip Sayce often use their trailer truck, or an actual room at their live venue setup for room micing to the front of the house. Extreme cases agreed.
I think DI stuff like Ox Box and others come very close to getting the amp in the room sound.
So to answer your question, I think the main benefit I have after using real tube gear in the full chain it is intended to be experienced, helps me dial in a software rig better, I know what the compression levels should be to keep my performance real and retain authenticity for my needs.
There is a certain point where the tube gear forces you to play differently for the better, certainly more with the case of the current SRV tones, it’s more physical, very tactile like an acoustic but with the fuzz it’s a different beast that is super responsive to touch dynamics, you can really whack the string and hear the fuzz hit the amp differently. You do need to have your guitar setup for higher action, bigger strings helps stabilise and add string tension to help with picking traction. Just like race cars need the driver to use extremely high pressure force to engage the breaks, simulator rigs all have 100kg pressure hall censors at the least on the break pedal, so you need a really stiff rig, but that’s another story.