As an user of both digital and analog gear I find all of them useful for different purposes. I went from Zoom B3 -> Cali76/Darkglass/OmniCabSim board -> Helix LT -> OC-2/RNDI board.
I found the digital stuff to be immensely flexible and fun but in the end I went to analog again for my live board, simply because I barely use any effects and I do play with the same band, audio engineer and mixer.
I would've probably stuck with the Helix line but after closely comparing the Helix's DI with a separate decent one, we all felt that a standalone DI provided a considerably better clean signal and offered much more control to the sound engineer, which is in an objectively better position during concerts to judge and in turn shape the bass tone.
Sure, the audience themselves can't tell which is which in an A/B comparison, but the sound guy can and will in an ideal situation and will use that extra 5% to improve the sound of the concert, which will undoubtedly have an effect on the crowd as well.
In the studio I usually go through an BAE 1073 and Distressor, which I can't praise enough, but I still use digital effects such as limiters/eq/compressors to further refine the tone, so you know... both are great!
