There is a strange subset of humanity that hates a success story, and loves a failure story.
Five years ago, I was laid off at 45 from a mid-senior management post. I saw it coming, planned to go into consulting (discovered I really, REALLY hated being management, but enjoyed the paycheck,) and decided to wait for the inevitable rather than leave on my own. Sure enough, I wound up with severance and benefits that amounted to approx $85k to finance my startup period, and the summer off on top of it.
"I heard the news, I'm so sorry!" was a common reaction. "Thanks, but it's more than fine, (then I'd recount a numbers free version of the above,) so this all factors into the plan." "Gee, it's so terrible! (Ignoring what I said.) Are you going to have to sell your house? (We live in a lakefront.) Are you going to move? What does your wife say?"
A couple months later, the phone calls would come in again. "Hey, how's it going? Did you move? Are you moving? Are you selling that lake house? Tough economy, and I was just thinking of you."
Even now, I run into folks. "Oh, hey, how's it going? That was a rough time for you. Did you sell your lake house?"