An electric wing-in-ground-effect aircraft still looks like an airplane and might still fall under the same regulations as any other airplane.
In any case TSA objectively does not add much security[1] and does cause issues e.g. for people who have names with similar spellings to those on a no-fly-list [2].
But that aside, the technology is great for short distance travel. Climbing to 2-5 thousand foot to travel some 50 miles is clearly insane.
[1] https://en.wikipedia.org/wiki/Transportation_Security_Admini...
[2] https://en.wikipedia.org/wiki/No_Fly_List#False_positives