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Having served as the executor of my late parents' estates which took almost two years to sort out due to severe lack of documentation and organization of their papers, we vowed not to do that to our kids. We have wills and trusts set up, but more importantly I created a spreadsheet listing all of our accounts and investments, another listing all of the many passwords we use for various accounts and web sites, and finally a long letter describing all of our trusts, people to contact on our death, the names of our attorney and accountant, and how to dispose of our various non financial assets. In that document I have specified how to divide my cigar stash among my smoking buddies. I did invite my son to smoke a few in my memory, though, even though he is a non smoker. I'm sure he'll have a least one.
So, beyond cigars, do your heirs a favor and leave behind some good instructions. That said, smoke 'em while you still can.
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