So pressing the start button shuts off the headlights... that's suppose to happen. Do they come back on when you release the button? This should happen with the bike cold and hot. Is it happening? I will check
You stated when you press the start button, it's like the battery is completely dead (assuming with the bike hot). If so, when do the lights and accessories come back on? Time line??? That's a problem, because bike starts again after half hour but last time i found battery down the day after as well
Your mechanic stated the crank main bearings may be tight has a valid point but in all the years I've been on this site, have never seen it. Highly improbable. I really, wish, thank you
Why would you assume it's the voltage regulator? Because I have idea that it don't charge battery correctly. Furthermore last year after a ride bike did not start, I checked battery and found positive pole melt! What is the voltage with the bike running (over 14 volts)? 14.10 Then it should be ok. What is the battery voltage with the bike shut off? 12.88 Should be above 12.6 volts and closer to 13 at rest fully charged. What does the battery voltage drop to when you press the start button (cold and hot)? No drop with bike cold, I will check with bike hot Big voltage drop means high load or defective battery (no capacity, sulphated cells). Low voltage drop means bad connection somewhere (or defective battery poor internal connection in battery).
In all the years I've been involved in the automotive/heavy equipment world, "Hard start when hot" issues were related to (in no particular order); poor welds on the field windings inside the starter, , improper end play on the crankshaft (very seldom)Can it be fixed?, defective/gummed up starter solenoids, improperly shimmed starters, bad connections at/in starter/relay/solenoid (usually this one) and even the odd defective battery.
You need to isolate each component starting with the simplest. I'd lean toward the connections at the ignition switch, relays and solenoid first.