Homebrew PCBs

I am trying to make my own PCB boards and have identified at least (!)
two areas where I need help.
 
#1 - When I held the drill in my hand to drill the holes, they weren't
in very good alignment (probably an understatement.)
 
#2 - When I try a two sided board, I will have to connect the circuits
on the two sides with what I think are called vias.
 
I'm willing to spend some money (under $200) would be nice on equipment
to help me in these areas.  I particularly like the idea of cnc, if I'm
correct that it would automatically position the drill, but I am not
very skilled at designing and assembling hardware.  But I might be able
to do something simple.  I'm a pretty good programmer, so I might be
able to compensate on the software side for these shortcomings.
 
any suggestions?
 
thanks
 
bob


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