Zounds. I've drilled dozens of large diameter holes in both side and end grain, sometimes held in the drill press, sometimes in a #2mt collet - my bits have 3/8" shafts. I've never had one catch or fail to cut. Maybe my bits cut differently. Maybe I drilled slower or faster. Different type of wood, dry or green wood? Straight grain or angled? Diameter/quality of bit shaft? Based on my experience I'm having trouble imagining what could that to break.
I use a stout MT holder intended to hold end mills, this one for 3/8" shafts.
This also shows what my carbide bits look like - center point, two scoring points on the outside circumference, two radial horizontal carbide cutting blades. Maybe 25 years ago I bought two sets of Forstner bits, one conventional style for precise, smooth holes, the other set these more "crude" carbide bits that refuse to get dull or die. Looks this this one is 27mm. I never drill a smaller starting hole.
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Constrained by the drill press I can drill anywhere, for example deep holes, off-center holes, such as these during the fidget spinner craze and the wand display stand. All these are through side grain, but as mentioned, drill end grain, deep holes. An example is of course, to remove wood for hollowing and another for drilling pepper mills. Have to use Forstner bit extensions for those. The wood didn't seem to matter - Cherry, Cocobolo, Dogwood.
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JKJ