When new, the bike had a 210 Watt alternator. (At idle speed it's about 1/4-1/3 of full output)
When new, the bike drew about 120-130 watts when the key switch was on.
This left about 80 watts for battery charging when the engine was revved. (New condition)
But, things have changed.
Stock ignition draws about 35 watts.
Stock coils and Dyna ignition draws about 56 watts.
3 ohm coils and Dyna ignition draws about 93 watts.
Depending on what coils you have, the ignition change over could have effectively removed 58 watts from your charging system.
Stock headlight was a 50-40 Watt unit.
Your headlight is a 65-55 watt unit. Removing, at least another 15 Watts from the charging system.
These two (or three) changes combined, would remove 73 watts from the original 80 watts available to charge the battery.
Not really surprising that there could be "trouble keeping the battery charged.
But, your bike is no longer new. Switches, connectors, fuse holders etc. have all oxidized where there was once pristine electrical contact. Oxidation means resistance, and power lost at those points. Consider, if 100 connections increase just .1 ohms, that 10 ohms or about 16 Watts wasted as heat. In effect, you can remove that from the charging system output capability as well.
Don't forget that switch contacts can also degrade.
The voltage regulator does not regulate system voltage directly. It's real function is to never allow the battery to be overcharged. It is the battery status that dominates the system voltage. Mucking with the Vreg adjustments won't help "bring up" the system voltage. But, it does risk overcharging the battery if it can't do it's job of limiting battery voltage to 14.5 V maximum. Be aware, that the alternator itself limits the max output it can make by design. So, you can't ever make a stock one put out 300-400 Watts.
Then there is the charging system health to consider. If any of the six diodes in the rectifier are blown, the alternator effective output will be reduced at all RPMs. Test these with an ohmmeter. They should have low resistance in one probe polarity only.
The alternator stator rarely goes bad without some sort of physical trauma. The resistance between yellows is very low. The resistance between yellows and the engine case must be very very high.
The field coil resistance White to green S/B about 6.8 ohms.
Ask if you need more assistance.
Cheers,