this was the only thing I haven't installed myself on my truck--so I'm of no help with the installation--
the compressor can fill the tires, but it takes about 5-7 minutes give or take for each tire-there's always time right after you pull to fill the tires, plus the gas stations out here are not that much faster, they used to be in the good ol days, but not any more--
the heavy duty line is news to me, I hope I have it--I'd get it---
yes you have to drill a hole in the pumpkin to make it operate--
my compressor is mounted on the front passenger side wheel well next to the battery-from this location all tires can be reached to air up--
hope this helps... . chris