For all intents and practical purposes up to around 100 BTC or equivalent fiat value, 1 confirmation is good enough.
That's, currently, equivalent to 3 million dollars. If the person you're dealing with, again anonymously and with other necessary conditions so you can't reach him legally, is a miner he's really incentivized to reverse it and gets his 100 BTC back. He could cooperate with a mining pool, which will increase his chances; he may even is a pool.
I'd say that 6 confirmations for anything above a million dollars is a number to sleep easy with.