My original problem arises because I have a TJ Jeep Wrangler that I built the Hemi for. The oil filter sits almost exactly above the passenger’s side upper control arm mount. I can’t even risk running a short filter. It will hit. I even tried to mock up a remote mount adapter but the lines are either in the way of the lower radiator hose or the lines were over the control arm mount. Running it out of the side of the block solves all those issues.

I went with 3/8” npt fittings that have a decent opening. Some fittings are a lot more closed off than others. Quite a few OE and aftermarket engine oil cooler setups have 3/8” npt fittings so I’m not overly worried about it. There are other pathways in the oiling system that are no bigger so I can’t foresee too much of an issue...