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johndolan

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He can go to the countries, but like PG said it would be in an exclusive resort. He can't do anything that would negatively affect the company which means he can't be seen/photographed doing a lot of the stuff that makes these backpacking trips so fun. He can't go into a 7-11 to buy something without being recognized. There are pros to being rich and famous but let's not pretend there aren't cons.

I'm not very knowledgeable so take this with a grain of salt, but I believe he's talking about the common strategy of having your business set up in Delaware.

Just to play devils advocate, depending on what you are doing working smarter might be less productive than working dumber for longer hours.

I think this question is a lot like asking if an obese person wants to eat themselves to death, should we let them?

You can debate whether or not it is morally justifiable to allow this to happen, but you can't really argue that it is healthy behavior.