Charlie Yu

3D is self harm and 3Nxx has no play. And I don't think there is any grounds to assume OP's partner is "fielding the psychic" with this hand

3H is bad, the sensible thing is that you need to bid 3NT when you have stoppers instead of asking partner to do it

Depends on opponent's level. If they are weak toucan open lighter and get away with it

If you don't plan the cover all six two-suiter, I think you should prioritize spades?

South lead a spade out of turn, therefore EW is damaged right? Does penalty still applies for EW?

What is yr bid for 5/5 S+D or S+C?

5D is still very bad. At least you should bid 2H/2S showing your fifth heart.

In theory +EV lottery jackpot exists. In practice, a huge jackpot attract so many bettors that it become -EV again because the jackpot is shared among multiple winners.

4C either way.

X and pass even if pard bids 2N/3C

Why would this be borderline? What does p do with AKQxx xx Axxxx x?

4N two places to play. I am not so worried about 5C and 5S both going down.

Not much merit, exposing your shortness in the other 3 suits. Hands that benefit from this bid (~5-7 HCP, Hxx) in the minor are usually too weak for stayman.

And they deserve it if they didn't attempt to learn the ways to defend it.

Being familiar with the game is part of skill. And Wilkosz isn't even about abusing your unfamiliarity - it is more like fixing a hole in the system, having a catch all bid for hands that you really want to open but otherwise couldn't.