I have not installed any aftermaket gauges in the hummer YET but have installed gauges in numerous other vehicles. You are going to have to drill and tap the holes yourself. This is at least for the oil temp. I have done water, oil, exhaust and boost and besides the boost I had to drill and tap the holes. You have to be extremely careful when doing this. Never done tranny so can't help you there.
As far as placement for the oil temp. Pick a location on the side of the pan where you are going to have enough cable to run to the gauge. Then drain the oil, remove the pan and do all of the drilling. Do not leave the pan on and try it cause you are going to need to clean the shavings out. Then tap the hole, reinstall the pan, run the cables and you should be good. Either pick up oil drain pan gaskets or some orange rtv gasket maker to use. If you are not comfortable doing this take it to a shop and have them do it. Hope this helps.
Russ
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2006 H2 w/6 inch lift.
2001 F-350 w/10 inch lift
2013 Jeep Wrangler w/6 inch lift
2013 Victory Cross Country
2006 Suzuki Hayabusa
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