Most of this happened many years ago:
I lost a wallet with $600+. I was drunk and have no clue where it went!
I lost another wallet at an Orlando Magic game, just $300+. Whoever found it was nice enough to keep all the money and mail it back to my house a week later (after i replaced all my bank cards and drivers license).
I lost another wallet with $1000+. I got home from the beach and started playing basketball. I couldn't put the wallet in my pockets because they were still wet, so I placed it on top of my Uncles van. He leaves and a couple hours later i realized what i was missing, but luckily found it in the middle of the highway a few hundred feet from my neighborhood.
I learned my lesson. I barely carry cash anymore!
But then 2 weeks ago I lost my checkbook. i was going to the bank and the trash men just came, so i place my checkbook on the back of my car and went to pick up my trash bins from the front of the driveway. I drive all the way to the bank just to notice everything was missing!

The second i get back home i see a million kids walking around the neighborhood and no checkbook and a couple thousand in checks gone.