So it sounds like your disagreeing with Hondamans recommendation of using nothing less than 15w anything.
Yes. Certainly for a low time engine and normal use. Perhaps when the clearances open up from wear factors, higher vis. oil might be of some help.
The summers here has been pretty brutal so far, so using 20/50 mc oil seemed like a logical choice. I didn't really think I was blazing a new trail here with using a thicker oil.
You're not. "The more is better" mentality is quite pervasive, and there is lots of mythology spread around to support it. However, I don't think most riders really enter the "extreme use" arena they worry about.
I'm just looking for some trouble shooting advice on this shifting issue. And to answer your question, no the clutch doesn't drag, or lurch forward in first . Seems the problem arises as I stated earlier, when warmed up and run moderately. The ambient temp at the time was in excess of 90 degrees, if it matters.
OK. The symptom is not generic to the machine. So, temperature expansion of the components as cause would be a rare issue. And, if it were a mechanical issue, an effective cure would involve splitting the cases to see what is going on inside. The temp does matter, particularly if the airflow about the engine is reduced, restricted, or avoided.
Wouldn't it be nice if simply changing oil, if not the brand, fixed the problem? If things aren't sliding around internally because the oil is worn out or damaged, I'd rather try an oil change before splitting the cases.
1000 miles on the oil is 2/3 of the expected service life. I've read some studies that tested oil in motor cycles which showed that the oil began losing its viscosity modifiers immediately upon use and became significant in the 1200 mile range, if I recall correctly. Add to that the life shortening effects of higher than normal heat, and the possibility exists that the oil you have is no longer up to the task.
Also consider, oil manufacturers meddle with the formula inside the bottle from batch to batch, often to increase profitability. They are under no obligation to inform the buyer about changes.
Then again, some machines simply like a certain brand or formulation of oil (or gas) better than others. It could be that valvoline, in this batch formulation, isn't what your machine happens to like.
At any rate, it seems your choices are to live with the issue, take the cases apart to see what's up inside, change the oil brand, or simply change the oil. I know what I would try first.

After doing 30-ish oil changes in my Cb550s, I was surprised at the noticeable difference in trans shifting behavior, when I tried Honda's HP4 without moly. It was an experiment I was was happy to experience. They only drawback I've found to HP4 is that it evaporates faster than non-synthetic blend oil. This makes it seem the engine is using or burning oil between changes, and needs a top up more frequently. The oil loss worried me until I was tipped off to what was going on with evaporation.
Cheers,