Should know-it-all only apply to non-magical skills, or be restricted to one retry (even that would be quite an advantage for one level)?
Taking a single rank of accademic and then Dabbler/GraveRobber allows you to guarantee any spell with needing a 14 or less flip to succeed.
1) Flip to cast spell
2) Fail so draw card ( Epiphany / Black Soul )
3) Spend card to reflip (know-it-all)
4) If fail go to 2
Triggers that can loop normally have a limit to avoid that. Eg "This attack may not declare Triggers " or "You may only declare this Trigger once per turn."
It potentially even worst than this with some abilities potentially causeing a positive gain of twist cards E.G. Student of Knowledge.
If you specifically require a 14 you could guarantee a reshuffle to get everyone else free twist cards!