Lockpicker
Crack five safes.

Break into any of the safes in the game. Every business has a safe somewhere inside (a couple have two in them). All four of the banks, the Federal Building in New York also have safes, the airport in Florida, and each familys compound also have safes. You have to bring a made man with the Safecracking skill with you to be able to break into them. These you can go back after completing the game and break into. Youll have all the businesses by then and wont have to worry another family shooting at you.