I used the tape measure trick and arranged it so the wires are above the bottom of the trucks.
Ignore the white cables running on the table since those will eventually be under the table. I keep doing projects without finishing the wiring. 
I should have cut the tape measure pieces a little longer because it lifts/twists a little when it get to the full extended end (opposite side of the position shown in the photo above) but it has been working well so far.
I haven’t started working on my enclosure yet but the plan was to have the back wall bolted on so I could easily remove it if I need to do longer boards.
I’m planning on doing some engraving on a few picnic tables for my wife’s preschool. I will remove a 2x6 board from each bench to add their school logo. I’ve done some test runs with success and now I’m just waiting for the winter break when they won’t be in use for a few weeks.
Hopefully this gives you an idea.