Last year I had my Bramptons retubed and fitted with all new bushes and spindles by Jake Robbins. I also asked him to put in grease fittings where he thought the best places were.
All those questions can only be answered by the the shop equipment.
I would use a fast spiral drill, in a lathe, after being centre drilled, running at around 800 rpm. The tricky bit is making sure the swarf is cleared, so a fast action withdrawal is important,with a relatively small peck, plus a good lubricant/coolant. Also a finger on the drill is good way of getting feedback as to what is happening at the sharp end. If you`ve not done this sort of thing before, forget it.
That sounds more like a week than a summer
These show where mine are:
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I see the top link greaser is drilled from the top. but is much more far away from the spindle.