Thanks for the review, I really appreciate it.
The whole bottom left joseki was crazy, still have mixed feelings about how playable the game result was, as well as how playable it would have been with my initial break from joseki but better followups.
I looked up the upper right joseki, turns out it's a trick play and the outward hane you were looking is marked as a mistake, but it's complicated. My first move was right, but after that I was wrong. You're supposed to push them into the corner, similarly to your second idea.
http://senseis.xmp.net/?44PointLowAppro ... nobiHameteThat massive wall I gave him was what i was thinking about with most of my moves. You definitely had some good ideas for black that would've made things harder for me, but I'm still not sure what I'd do in retrospect as white to handle the giant wall/ potential moyo as strategic alternatives to W74/W85.