I don't get how you can simply "Loose" a few hundred grand without a horse head winding up at the food of your bed.
It turns out this is pretty tricky to secure.
The current popular strategy is to have hot and cold wallets. A hot wallet is online and can make payouts automatically.
A cold wallet is kept offline (airgap) and brought online by a human being to refill the hot wallet when it is running low. This only really makes sense if your service needs to secure large amounts of bitcoin for a long time without using them.
This recent bitcoinica hack is pretty inexplicable, they were keeping a large amount of coin in an account at an exchange called MtGox. This is effectively a hot wallet.
It's difficult to administrate a secure system.
It's a new market where release early, release often is important.
BTC transaction are largely untraceable and irreversible.