There are two bootleggers in the district and you can only interrogate one of them. One of the bootleggers are found behind the Fareham Grocery. There are several enemies in the area, including a sentry. You can sneak from inside the grocery but you have to carefully take out the enemies one by one to prevent the bootlegger from getting spooked. After interrogating him, he’ll reveal another objective. The same objective will be revealed even if you choose the other bootlegger.
Rob the Cop Bar
This objective will become available after interrogating one of the bootleggers. Head to the marked location. There are a lot of police and several enemies here so the last thing you want is a firefight. The best approach is from the back door where the actual cash you have to steal is stored. You don’t need to clear the area; just steal the cash and the objective is complete.
Sneak at the back via the alley then hide and wait for the two police officers nearby to leave then lure the first enemy nearby. Kill him then hide the body if you want. Next, carefully head to the back door and break the lock (don’t kick it!) then make sure that the lone guard inside is not looking towards your direction before entering. Take out the guard then loot the cash to complete the objective.