Run bitcoind locally and have a crontab that executes a shell script that runs a command like:

./bitcoind -rpcuser=user -rpcpassword=password sendtoaddress <address> <amount>

You'll have to somehow pass in the address and the amount.

As well if you use wallet encryption (which you should just for added safety), you'll need to unlock the wallet first with walletpassphrase <timeout> (the wallet automatically locks itself).

This rule is pretty recent, no?

Trust no one: not even yourself...

I know there is coinmap.org, but are there any other maps that show physical venues (such as bars and such) that directly accept bitcoin?