So do you think e.g. overcoming akrasia necessitates understanding your self-programming via a set of decent algorithms for doing so (e.g. what Less Wrong is for epistemic rationality) that allow you to figure out for yourself whatever problems you may have?

Yes; see here for why.

Btw, it would be more accurate to speak of "akrasias" as individual occurrences, rather than "akrasia" as a non-countable. One can overcome an akrasia, but not "akrasia" in some general sense.

they pride themselves on being correct, not being successful

Yep, major failure mode. Been there, done that. ;-)