One thing that folks have failed to mention...is belts and there intended purpose, as much as a maker has to practice he also has to develop a system. Something I was told and have read is to "Use belts like they are free".
I just hit about 1300 knives this week in 2.5 years, long, short, tall, narrow, tanto's, spear point's, drop points, carbon steel, stainless steel, damascus, ground soft, ground hard.
I still have troubles at times, but at this point in the game I can usually fix my problems before they qualify the knife as a bench queen! Confidence does have a lot to do with it, if you make it harder then it already is you will continue to struggle.
One thing about grinding as with anything there is a time and place for everything, some days I can tell its not the day to grind and now I know to go do something else.
I do grind 90% of my knives in the post HT, I have found that you work with the knife once vs grinding then HTing then regrinding trying to find the groove you once had with that particular knife.
Also if you seem to hit a plateau in your knife making order some high end materials that will cost you dearly should you mess them up, make something that is levels above your current state you should come away a better maker with a new level of expertise? or you mess it up and come away with the knowledge of how it happen?
Anyways use fresh belts and the right belt for the job.
Spencer