Curious that he doesn't mention "big bank balance" which makes life a lot more comfortable for him. He needs food? He buys food. He needs emergency accommodation? (Because his friend's house burns down or some such) He can buy that accommodation for the nights he needs it. Having just become homeless[1] myself (not through choice) I've whittled down my possessions to something that's easy to carry. Following his rule…
If we were to take a look at his assets and guess reasonable values for each category of asset, I wouldn't be surprised if all 15 items he listed (give or take his wallet and computer) ended up in a catch-all 1%-of-total-value "other assets" category.
In reality, Mr Hyde's own description of how he lives (and how he manages to get around with so few 'objects') suggests that the most valuable things he has, by far, are (and probably in that order): his contacts, his reputation, and his cash.
Close to these three, his clothes, iPod and sneakers, however annoying to replace he imagines them to be, should be next to meaningless.