Grinding is a very personalized thing. Some guys need to use jigs to learn how blades are ground while others just pick it up. I know top tier makers that tried for years to free hand grind and gave up, while some guys picked it up in months.
The two types of freehand are very different with hollow grinding to be the most challenging because of the required turn at the end towards the tip. I started out freehand grinding on a flat platen then moved to hollow grinding. I could make very good grinds on the platen within a week, it took me 3-6 months and 60-80 blades before I made good hollow grinds past 1000 grit. I don't use anything when I free hand, no extension handle or any device because that was my goal. The thing that helped me when I first started was a sliding jig to get the feel but I used it only 2-3 times. Now I can just walk up with a folder blade and put in any grind I want wth a wheel.
The key to any grinding especially hollow grinding is establishing your path. I'll put a pretty deep hollow for the first length that is the basis for the rest of the grind. Grinding is all about practice, there is no shortcutting. A big disadvantage I have is I don't have an organic workrest... I'm not kidding, I get real jealous seeing those guys that can rest their elbows on their gut. My arms aren't fixed so it took me a while to get the muscle memory.
This is my most difficult blade to grind...
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This is my favorite grind to do
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