Embarrased that I'm asking

I have had problems like this before, but not on a mopar small block.

I bought a big socket wrench that fits on the end of the filter and has a big nut on the end of it. It has the dimples that match the dimples on the end of the filter. It also has a 3/8 square socket drive in the end of it - you can stuff a breaker bar or ratchet wrench into.

Otherwise the BF screwdriver is a suggestion. As messy as it will be I'd go at it from below, get the car up as high as practical.

As mentioned above - If you have a 90 * adapter on the motor, try taking it off - that might be your best bet. Downside is you will need a new gasket set to reinstall it.