I think the headache and anxiety over running Snap and the pressure to grow users quarter after quarter with a simple app that is easily duplicated will eventually get to Evan.
The thing is that if Evan Spiegel, or any tech billionaire, just wanted to party on boats, they would have left long ago. You or I see "running Snap" as a negative, so of course if you could find a way to not do it, we would. He probably sees it as something he enjoys even when it is difficult.