Wings are too expensive, near disposable, super fragile and the performance degrades rather quickly. Not sure how people square this, other than they enjoy winging more than I do…
Winging also feels too similar to windsurfing or kiting in the essence. It expands the feel but not materially different (for me). Easier safer more fun etc etc but the essence is the same - you’re “wave riding”, but you’re also “sail/wing/kite nursing”, more of the latter than the former. You’re getting “lots of waves”, but they all kinda mediocre. Interestingly this is the same with prone I find. When trad-surfboarding you can remember a good wave for days, prone foiling the moments are more quickly lost.
I’ve put a lot of time (documented here) into adding winging to the quiver of options, and it remains my last choice, but I still end up doing it a fair bit. It is fun, in the same way that a cable park is fun, but it doesn’t do it for me. 45min and I get bored, need to start “drills” to get a few hours in to make owning the gear justified.
The wing gets in the way too much, which is super irritating. If this clip of Adam Bennets winging with the wing flapping around like a bloody windsock doesn’t look like it’s getting in the way to you then we have a difference of opinion 
That straight arm above head handbag wing flap is the epitome of winging in waves for me.
The other stuff is obviously extremely condition dependent for the personal equation. .
- Prone is great, but like surfing it’s hard to go beyond intermediate and crowds are bad and lots of foilers is going to be terrible.
- DW is it’s own adventure explore thing with associated hassle, not a cheap thrill, once intermediate the issue becomes driving far enough to do a run, 1hr in car for 15min on foil is terrible maths. This will be the end for most. I can imagine fast trains and foil drives might actually be an unlock here (obviously not relevant to the US).
- Foil drives, meh you’ll condense all your fun into too short a period and your chimp brain will move you onto the next cheap thrill too soon. Jetski style. Rather borrow one.