Yesterday, I wanted to drill through 2" pipes several 3/8" holes. It didn't work with HSS drill bits, even I cool it well (with stream of water). I resorted to carbide, and it worked, but I only have smaller size bits. After I maxed out the size, I used a carbide grinding bit to make it bigger.
It took a long time for the first hole, and a lot of noise. I also noticed the chattering due to drill press's low precision causes the carbide bits to chip at the cutting corners.
So I decided to try HSS again, since I drilled stainless before with them. I checked my bit for sharpness, and they are. I reground again with drill doctor, but it failed again.
I was a bit frustrated. But I thought to give it another try. So I hand grind it. That worked!
I think the drill doctor does not have a good relief angle at all. I knew this for smaller bit sizes. These are larger size drill bits and also the angle is not good for stainless.