Most taps have a countersink on the end so that you can use a DP for alignment when hand tapping:
Use thread cutting fluid, not 3-in-1 oil.? It makes a big difference.
Spiral taps are more expensive, but require less torque.? ? ?
Chamfering the hole will ease starting.
Get combo drill/taps:
Then you can do it in one step on your drill press.? And if you do drill holes separately, still use the drill/tap in your hand tapper because drill part makes the tap self-aligning and you don't need to fuss with guides or eyeballing a square (obviously only applies to thru holes)
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