I think it depends entirely on how you sharpen, what kind of stones you use, and what kind of grinder you have. Changing any of these variables is likely to change the result. You should find a grinding method that fits with your stones and your technique.
I use oilstones and high speed 8" dry grinder. When sharpening, I locate the hollow on the stone (starting with a medium India), then lift approximately 5° and raise a burr. I work the back, then repeat on a trans Ark, flatten the back again, and strop. With say a 1" chisel, I'm typically taking only 3-5 strokes on each stone, so it's very fast.
For this technique to work, it's important to keep the secondary bevel small. When the secondary is more than an eighth of an inch wide, it becomes a chore, and I go back to the grinder. I grind until the secondary is almost, but not quite, gone (see pic below). For the chisels shown, it probably takes 2-3 minutes to grind, including setting the angle.
I probably get 15-20 honings in before I have to grind. My most used chisels probably go back to the grinder every 2-4 weeks. I am at the bench nearly full time, so for the evenings/weekends woodworker, trips to the grinder would be far less frequent.
If you're not honing at a higher angle than you grind at, or if you're using the "convex bevel" method, it makes sense to grind less frequently. Same is true if you're using water or diamond stones. So again, my advice is not to look for general answers, but to find an approach that fits with your system.
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"For me, chairs and chairmaking are a means to an end. My real goal is to spend my days in a quiet, dustless shop doing hand work on an object that is beautiful, useful and fun to make." --Peter Galbert