@GomerP wrote- "fork in the road for sure... replace or upgrade... always the toughest question."
The carbs you have are at their limit (or almost) now and it wouldn't take much for them to be the limiting factor in a new, bigger displacement build. Put them on a higher powered engine and at some point the engine won't rev any higher , so it will be short of it's potential. If you think you may upgrade in the future, those 34 mm carbs won't really be of any use to you, so now may be a good time to learn how to tune Webers. Or replace the carb, and when the time comes build a new engine from all new parts and either sell the 1915 as complete or keep it under the bench as back up.
And by the way, watch out for what Stan tells you; he's got it baaad! I, on the other hand, am not like Stan at all, and don't spend every waking hour thinking up new combinations for more power and better driveability, debating (with myself or anyone who will talk to me) the merits of aluminum vs chromoly pushrods, forged vs cast pistons (and whether hypereutectic pistons with their smaller expansion rate so you can run tighter clearances with less oil use are really a benefit despite being slightly weaker than a good forging), trying to think up a new exhaust design, since the sidewinder does use primaries that are ideally way too long for the operating range most of us drive in, scanning Craigslist sometimes 3 times a day, drooling about what I could drill holes in should I ever manage to get that bench top milling machine at a good price used, and when I am able to clear my head of these things not constantly running gear ratio combos for friends through my head.
No, I'm not like power junkie uncle Stan at all...
@Panhandle Bob wrote- "And so it goes........"While I've got it apart I might as well blah blah blah $$$$$$$"
It's called sinceitsapartitis and it's a very serious affliction (to your bank account and occasionally to your relationship with your significant other). Been there once (or maybe twice?) myself...