Good to hear that someone else has had a head scratching moment like I did when working on the left side tensioner. I had the same issue when I did my valves some months ago.
The right side tensioner could be wound back and locked in place, then once released it would easily and quickly spring back into position visually tightening the chain. Then as the engine rotates and warms up, the tensioner continues to adjust if necessary.
The left side is another story. The tensioner would NOT extend and tension the chain once the tool was removed from it. I could clearly see the chain being loose sitting on the chain guide where the tensioner was and it wasn't doing it's job. I tried rotating the engine a little with no difference. The only option was to crank the tensioner the other way (counter clockwise) to snug it up. Starting the engine with the chain that loose could be catastrophic I think. Once the chain was a bit more snug, I could then see that I was off one tooth on the cams so off it came again. Rotating the engine slowly, I was now good with the cam timing after using the tensioner to manually snug up the chain again. Then backed off a bit so I could see the chain get slightly slack between the cams, I left it there for the tensioner to do the rest of the job when the engine started and warmed up.
I initially thought my tensioner was bad also with only 48,000 kms but I was wrong. I wasted $120 on a tensioner that did the exact same thing. When you reach inside the hole where the tensioner goes, that chain guide is very hard to push in. That's why the tensioner struggles to do it at least when the engine is cold. I thought maybe the chain guide was stuck on it's pivot or something was broken. From what I could see, nothing looked bad.
When I asked my local dealership about the problem I was having, he didn't seem to understand what I was saying.

You would think that anyone who has done a shim swap would have encountered this issue when re-assembling the left side if it plagues all of our bikes. He did say that he would never change a tensioner without removing the valve cover as I had suggested which in this case is very sound advice! I've seen many videos on replacing cam chain tensioners on cars, trucks and motorcycles and most of them just removed the tensioner and re-installed the new one. In most cases you could hear the audible "click" that the tensioner had extended and was working normally. I've don't that before also on other machines without issue.
There's also some instances where you can disassemble the tensioner and add a few revolutions of tension on a worn tensioner instead of replacing them. On a Honda Rincon forum, it's commonly done. That's for another discussion.
I wondered if the issue I was seeing was just isolated to my bike, but happy to hear it may just be the nature of the beast!