In the way that I use it, yes, but that’s hitting thicker strings (bass) pretty hard while using a “standard” shape purple tortex (1.14 mm if I’m recalling correctly). When I play guitar using a jazz point with the same technique, most all of the pressure goes away. I think it’s more having to get used to the thumb being in that position, similar to how some people feel a degree of discomfort on the side of their index finger when they first start holding the pick there.
Not gonna lie, that is a pretty bizarre take on playing aesthetics, but definitely unique; can’t say that I’ve ever heard anyone comment on that before!
Personally I think that the more “fist” shaped picking styles seem to feel more stable, as the mass of your hand is more concentrated. In that sense, they aesthetically look more robust to me. The more the fingers splay and create angles, the more potential for unreliable technique, so I might find that aesthetically less pleasing. All that being said: if it works, it works.