There is a lot said in the FSM (Factory Shop Manual), but the key here is most modern HD motorcycles fair well with 20W-50 Synthetic or good multi-weight for 2 key reasons...
1) Modern engines even though mass produced are built to tighter tolerances and run at higher temperatures and pressures making the 1st few seconds while oil pressure is rising, to pump oil in key locations to prevent the premature wear. This may be in the humid tropics, dry deserts, cold and wet northern plains or even drastic temperature shifts for -30 deg F in the mountains to 140 deg F in the valleys, sea level to 5,000 Ft or more in the mountains when ridden long distances at fairly high rates of speed. Single weight likely will likely come up short, unless the bike is a garage queen.
2) Since motorcycle use can be in extremely cool or hot environments, asking 50-60W oil to flow in cold weather is expecting too much for an oil starved engine with oil flowing like thick syrup, and for longer service intervals expected, corrosion and oil breakdown is more likely to occur. If you are using a modern motorcycle, use what is recommended, multi-weight oils w/ anti wear, corrosion and synthetic to also help combat extra heat a V-Twin will make under todays EPA mandated lean and low emissions environ.