I would disagree ... you can loop those lower branches off trail side and create nice bedding pockets. You can create trails to other bedding areas.
To his original question Native ... if he clear cuts, what would you recommend?
What do I recommend? I recommend he try to find someone like my uncle. He is clearing out such a mess for one of the neighbors right now. It's a place just like the OP describes, and my uncles is clearing it out for the firewood. He enjoys burning cedar, and the neighbor wants it cleaned out - that's called win-win or maybe even Synergy.
Make no doubt about it - the OP has a mess to contend with. Lot's of stuff will just eventually rot but cedar won't. You can either push it with a dozer, burn it or find someone like I mentioned above.
For the regeneration question - stuff will start growing back fairly quick. The particular land will dictate what comes back. In my area you would see a flush of weeds like marestail, Pilewort, etc. pretty fast - followed by briers and young cedars. Cut the stumps close enough and get it to where you can mow, and you can create a great bedding area like I described in my first post. Otherwise, regardless of what he does, he will eventually end up another useless cedar thicket that has an open and dead understory.
You must understand that at some places (sounds like he has one) cedars will dominate and the hardwoods will not be able to outdistance them. In places like that, you end up with a monoculture of cedar that dies at the bottom and stays green at the top. The understory is an open and dead mess. This is not uncommon at places in KY. In fact, I've done a lot of work in the OP's area of the state and what he has described is very common.
One thing you can count on - What he cuts will lay there for decades and not rot if it isn't cleared out. It will be a perfect home for bunnies but worth very little for deer.