I’m sure some CEOs will pay whatever it costs to boost their own egos but IMO that would push them towards private jets, not a supersonic flight with United. I find the actual arguments for faster flights less persuasive than they were in the 70s.
The connectivity probably does make a difference for some. Personally, I appreciate the disconnect time.
And taking 6 hours total out of your flying time means you have 6 more hours to enjoy your destination. Unless I was a celebrity that would get hounded by the public, I'd rather do TSA Pre-check + first class supersonic than a private jet.
The caveat for me is that I wouldn't trust a startup that is behind its timelines to create a safe aircraft without further information.
Plus I imagine many of the ultrarich that you are talking about would prefer to fly private even if it is slower than flying commercial. Flying private also cuts into the time saving benefit of supersonic flight. You save time pre-flight as you can basically drive up to the plane, get in, and be immediately ready for takeoff rather than needing to arrive an hour or two early. And private flights operate on your personal schedule which is obviously much more convenient than organizing your schedule around someone else's timing.
With CEO salaries and more generally inequalities having exploded in the last couple decades I think the business model might have become viable.