He is looking at it the right way It's not a smart move financially no matter how you try to decorate the idea. The 800k is a waste of your precious time and money. But some people don't place much value on their time and lifestyle.
What do you see as 'cumbersome'? It's quite straightforward and easy overall. Find the visa that best fits your situation or consult a reputable agent.
Given that choice, the agent seems the easy move. Leaving 800k doing nothing here doesn’t make financial sense and given the decades it has been done, and the plethora of agencies out there, it doesn’t seem to carry much ‘risk’. If the rules change, then just adapt as it occurs.
The 65k monthly method does make sense if you can swing that.