When taking voltage readings you should get some alligator clip attachments for your volt meter. Click the black one on your probe and then clip that to your chassis for your ground reference. Use the red probe to check your readings with one hand and put your free hand behind your back or in your pocket or something. Less chance of accidentally shorting something out and/or using your body as the conductor.
As far as running under the board, IMO it not only looks neater but it helps with proper "lead dress" which helps cut down on unwanted noise and signals jumping between wires and whatnot. A lot of thought and experimenting goes into the layouts for amps. The wires are run the way they are run for a reason. Also, neatness helps a LOT when/if you run into a problem and you need to find and/or re-route a particular wire.
An xacto knife will work to strip a long piece of wire but so will just stripping one end, holding it in a vice or firmly with a pair of pliers and sliding the insulation off by hand.
Go slow and triple-check all your connections before you solder! It really helps if you print a copy of the layout and schematic and use a highlighter to keep track of what wires you've connected as you go and a nice black 'X' through each solder joint as you go too. Highlighting both the layout and schematic helps with understanding how to read a schematic and how they translate to nice layouts as well!
Most important: have fun. When you are done, there's a 99% chance you will want to build another.
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