Regarding your page on jumping ahead on the third line: for me, this is the way joseki should be taught! Group together a bunch of joseki with similar shapes or similar themes, and look at what's the same and what's different.

The analysis which follows in the Catalogue is still a mess. For what it's worth, here is a shortened version.
1. Assume any forcing moves by the opponent have already been played before counting liberties.
2. If the white stones have fewer than 5 liberties, jumping ahead will result in at least
one white stone being captured if Black pushes in.
3. If the white stones have exactly 5 liberties, Black will be able to push through and
squeeze.
4. Above 5 liberties, much depends on how much space there is at the other end of the
white stones, whether that space has any value to White, and whether either side can grab it.

Any suggestions?

1. The five liberties aspect: this is part of something I first came across in Korea and called it "five alive" - in local situations your groups needs (or can make) at least five liberties otherwise you shouldn't fight with it as is. Victor Guang Chow also told me a range of similar shape concepts was taught in Chinese classes (at least in Guilin), and I think Clive Hunt may have collected (and published?) examples when he and Victor were both living in South Africa. I have seen nothing like this in Japanese, Korean of Chinese books but someone may be able to provide a bit from more oral sources (e.g. the Guilin Qiyuan or Myongji University?).

Bruce Wilcox uses the same theory in his e-learning course Bruce Wilcox’s Go Dojo: Contact Fights. He uses the term "unstable" (< 5 liberties), "stable" (5 liberties) and "super-stable" (> liberties).

2. Your examples are binary: A or B (jump or crawl). But often real life is ternary. A knight's move slide C is often the best move - it combines imlied extra liberties with extra distance. And kosumi is very occasionally a tesuji in such cases.

Well worth repeating.

Jaeja - I think there is a limit to what you can do with AI analysis - maybe it is related to your ranking.

Once you get into the amateur dan ranks AI becomes more useful - I had a game of mine analysed some 50 years ago, when I was 1d - the feedback from Haruyama 9p was that I was not aggressive enough - there were several times when I was failed to play kikashi. Once you know that, you can use AI to spot such things. What I don't think you can do (yet) is to use AI to build such generic advice.

He has a tactic for breaking into my potential area by attaching to the side of one of
my stones. When I answer with a hane, he crosscuts and then forces a way
in with a series of threats to capture. I have slowly and painfully developed
a new personal proverb to cover these cases: To preserve an area, don't hane
but back off to thwart the cross-cut. All I need to do now is to apply it sensibly.

Sonoda-ryu Kakugen no Subete (All about Sonoda's proverbs). The sub-title is about absorbing pro-level knowledge, and is conveyed through the heuristics (rather than proverbs) of Sonoda Yuichi. I found this an astonishing eye-opener......

He also has interesting and novel things about when to play orthogonally and when to play diagonally.

I was impressed to see that thirdfogie had independently developed as personal guidance one of Sonoda's proverbs:

I first became aware of this when John F recommended Sonoda's book (in Japanese) back in October 2016 苑田流格言のすべて:

This guidance is:

自分の石数の多いときは、石をタテヨコに使う (When I have more stones, play "tateyoko" = criss cross)
自分の石数が相手より少ないときには、石をナナメに使う (When I have fewer stones, play "naname" = diagonally)

This is essentially what thirdfogie wrote - if your opponent is playing attach moves inside your territory, then play solid moves along the lines - don't play diagonally as a cross-cut helps the player trying to live or settle the position.