Yes - there are many pitfalls here and I guess the younger folk are probably not giving this too much thought. I can remember being invincible too!
It seems the real problem is the complexity of the business model. If you buy property and rent it out it's pretty easy to pass on as a going concern - or a property management company will handle it for a fee.
But passing on a complex Internet business which takes ages to learn and understand is a real challenge.
I have a daughter who works in a market-leading
SEO business here in London so I'm planning on keep her informed as my business grows.
Life insurance is a good plan - but you have to pay for it and it's really an additional benefit. It would be a tragedy to loose the cash cow you've created.
Maybe some entrepreneur will one day figure out a reliable management or purchase scheme for ongoing affiliate marketing businesses.
Sounds like a job for Richard Branson.