How would you drill holes in the end of a long plate?

I'd say if you want ... working holes use a drill press and clamp to an angle plate leveling to match your drill press. I'm old school I'd layout and center punch first then drill .

Yes, the angle plate is quicker than trying to re-level the drill press table after tilting it.

One could also clamp the work between 2 x 4s (or 1-2-3 blocks or whatnot) and use
a Portalign type drill guide. The guide rods can be used to center, and the base will
keep it square against the 2 x 4s. Figure 3 in the patent illustrates this method
<https://www.google.com/patents/US3874810>Portalign Patent.png
 
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