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She could have just suffered the normal losses, pets, didn't finish h.s., lots of relationships left behind, she was probably dumped herself, lost friends, (loss isn't always death), he might also be talking about Caylee. She lost jobs, had a miscarriage I believe, she might just not have had...

I go for the combo theory - there were indications at least in her adulthood that things weren't totally on the up and up with her. I think she was trying to buy into her Moulton upbringing with the teacher thing, but she always manipulated people, maybe even her parents, including with $ now...