The numlock trick does work with multiple skills. Whenever I bother using it, I use it for 2 skills at a time on my DH. Normally I don't bother though as it's really annoying to turn it off after every GR - otherwise I can't TP.
And I would avoid using macros to loop button presses. Blizzard could construe that as 3rd party automation and ban you. It's unlikely to happen, but it's a possibility.
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And may the odds be ever in your favour. Emmo#2406