Maybe, but this is the case for any dead man's switch (even a bank/lawyer). It's always a balance between what the mob boss thinks he can get you to do vs the power of the dirt you have on him. Literature/TV have beaten to death the permutations/twists on this theme.
You could say, I have a bunch of documents that implicate you and they'll be sent out to authorities should I not answer my email or phone at N time.