Yep, there's some things you can outsource and some things you really should keep an eye on. Even when you outsource the day to day, you'd think it would be a good idea to have regular reports and feedback so you have some idea what's going on, to create general guiding principles, especially for something as utterly important as your finances.

When you leave your house, if you've left your kitchen window wide open and you get robbed, yes you're not responsible for the crime, but your lack of forethought and attentiveness allowed you to be in an unusually vulnerable position and greatly increased the likelihood of you being chosen as the victim of the crime.

Sven's not the first nor will he be the last. So many musicians had the same, most notable is probably Leonard Cohen, who made the mistake of trusting the wrong few people with his finances and so has to tour into his very old age because he's broke.

I mostly agree with you about living in the real world, how it is. But it's the entrepreneurial spirited who think of how things should be.

As Bernard Shaw said:

"The reasonable man adapts himself to the world; the unreasonable one persists in trying to adapt the world to himself. Therefore, all progress depends on the unreasonable man."

I would suggest you're both right. That first you must see the world as it is, that is the bridge to getting it to how it might be, or should be.