"Always use pressure for opacity/size" Buttons are alwayse turning on despite the brush settings

I have been using Photoshop for over 10 years.

For the past 2 years, I have had this same issue over and over again and have yet to find a solution. It is definitely a glitch. Photoshop will randomly make a brush transparent, or will randomly take away a brush’s transparency. No matter how many times I “check” or “uncheck” the “transparent” brush setting, uninstall/reinstall Photoshop, reset tools, Photoshop will not respond to the command. It’s to the point where I am considering leaving Photoshop for good and finding a better, more reliable software.

If whoever created the Brushes decided to »Include Tool Settings« then that is not a »bug« but the decision of the maker of the Brush. 

Hi Shinky.

You have Transfer > Pressure controls opacity set in brush settings, but even with that, it shouldn't turn on the icon in the Options bar.

Photoshop does get its knickers in a twist at times, and even if it is just us doing weird stuff with the settings, it's easier to reset than chase down what's going on.

So, first off, with the Brush selected, reset as per this screen shot.

I think this probably won't fix it, so if that's the case, its going to be reset Preferences.  Always a pain, I know, but I feel like I have done this so many times now, it only takes fivew to ten minutes to get everything set again.

Manual reset is best, but try from the Preferences panel first if you like

https://helpx.adobe.com/ie/photoshop/using/preferences.html#Manually