The jam nut was very tight, but I was able to break it free with a half inch ratchet and 17MM socket with a few extensions on it. The screw was loose after I broke the lock nut. I used a large flat screwdriver to tighten it, and I torqued it as hard as I could tight.

I twiddled the steering column several times as I tightened it and it made no difference as far as I could tell. Ended up just torquing it down as good as I could, and then tightening back down the lock nut.