Not on your life sunshine!
"The aircraft would be supervised by a Wisk staff member on the ground, monitoring and taking on the role of communicating with air traffic control for several vehicles at a time"
Sullenberger famously pointed out two fundamentals of safe flying1: [a] constant detailed situational awareness and [b] the experience and willing to make quick decisions to depart from procedure in emergency to save the situation. To achieve these fundamentals, a pilot needs to be right up there in the air with the seat of their pants directly coupled to what's going on.
So two things militate against the ground staff controlling several of these 'vehicles' at once safely. Firstly, the situational; awareness is attenuated, particularly in respect of emergencies (note that all remotely operated drones to date have been expendable kn emergency), and secondly multi-tasking involves task switching which both slows reaction time and further reduces situational awareness. The task of a current air traffic controller (who does indeed typically supervise several planes at once) is much simpler than the task of flying even one plane, but the suggested scenario requires the ground staff to 'fly' several planes at once.
1 Highest Duty, pp 186-190 [Harper Collins 2009, paperback edition, ISBN 978-0-06-192469-9 (pbk.]
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