Im not an expert but I stayed at a holiday inn express once. Im sure people will chime in to correct me If Im wrong.
Tim did extensive testing and dyno tuning on the Vmax to create his programs. Im nearly 100% sure he tunes each cylinder vs just an overall tune. Id say he has the most experience out there on this bike.
Nothing beats tuning your bike on a dyno vs generic canned tunes BUT Tim has a lot more experience with the Vmax so Id say his canned tunes are better than dyno tuning your bike by someone who doesnt specialize in the Vmax. Does that make sense?
If you have a PCV and a tune in it that was just a generic tune for your mods from PCV or akro that the mechanic downloaded then thats fine. Its about a 6 on a 10 scale. If your mechanic dynotuned your bike with all the mods on it and put in a custom tune, that's "usually" better but is dependent on his skill and knowledge of the bike. Thats prob a 7 or 8.
If you put Tims Reflashed ECU in your bike, then you no longer need the PCV, and his tune is probably a 9 on a 10 scale. The only thing better is having Tim dyno your bike and tune it himself. Every bike is different so there can be some variables.
If I were you Id call Tim and try to pick his brain and see what he thinks. Im sure he has better advice than just a random dude typing in his kitchen.
When I bought my bike used, it had an Xpipe, the big air kit, AIS removed and the 240 rear with a PCV and autotune. The bike ran fine but occiasionally Id get a check engine light. I sent my ECU off to Tim, installed it, removed the PCV and autotune and the bike has run flawlessly for 9 years an 10,000 miles. Not 1 issue or hiccup.
If you do order Tims reflash, make sure you account for all your mods and get the right one.