Mark, your idea to install the drain back is the best. That port can be used. But it is inconvenient, as everyone here with provent stated.
To do the drain back you should use a braided steel oil hose with pfte connectors as this setup is the most robust. If you install a regular hose and somehow that gets rotten or pinched, you risk loosing the oil in the pan, depending on where the hose will start leaking. This is a failing point that would not worth, since you risk damaging the engine, hence I would recommend using pfte and braided steel oil hose.
If you don't want to go this way, which I believe is best and most professional looking, then just drain the oil under the jeep, keeping in mind you need a check valve to allow your oil out of the provent but prevent suction in the provent, this when you may have negative pressure in the provent unit. I have no problems dropping few drops of oil on the road, if you do though, you can have a catch can of your choice downstream of the check valve.
Regarding volume decrease over time, this is only valid if you don't add any oil in between oil changes, at some point you'll get to the half oil mark and the oil blow-by will be reduced substantially. It looks like the oil drain through provent is reduced drastically at about 1/2 mark on the dipstick, based on my observations.
_________________ 2005 kj CRD, samco, suncoast tc, provent, Kennedy lift pump, GDE ECO full torque, 2nd gen filter head, 245/70/16 a/t tires, mopar light bar, fumoto oil valve, OEM Skid Plates, ARB Front bumper and HD OME, tru cool LPD47391 40k GVW tranny cooler (stock cooler delete), FF Dynamics e-fan and shroud, rocker arms replaced, HDS2 190F thermostat.
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