Crash Questions

[JMA]

Not to be morbid or question those not with us anymore, but wanted to get a pilots perspective.

List of Jetprop crashes:
https://aviation-safety.net/wikibase/type/AC95

N269 stuck out to me. 
A good looking 1000 for sure:
https://www.baaa-acro.com/crash/crash-rockwell-gulfstream-695a-jetprop-1000-boca-raton-3-killed

Seems the pilot acknowledges he will be 'in the soup' but what I wonder is he had to have seen some lightning from the ground.   Why take the risk?

https://www.searcylaw.com/wp-content/themes/paperstreet/files/plane%20crash%20kills%20three.360b4d1d-0286-47b1-8889-75d0cf66be89.pdf

Seems the estate even sued the air traffic controllers:

https://casetext.com/case/airplanes-of-boca

Maybe he didn't know severity?