Visit your brother's diner as a task for Fatty Welsh. When you talk to him, select the option to tell him the truth. At the end of the game he will attend your funeral and "Brotherly Love" will be earned.
After finding the moonshine brewery, cover the chimney and block the stills. Then, wait until it explodes.
Do not allow the bank robber rob the bank by choosing the following dialog options.
Convince William Jennings Bryan to speak at Mr. Merrick's event. To do this, choose the following dialog options.
Go to a bakery for Fatty Walsh, then talk to the women about the speakeasy business. After she appears with a gun, use the sack of flour and run outside. Wait for her to come out and get shot.
Locate the right house for every buyer on the first try on Doc's auction. Do not use the hints.
You must knock out Umberto on your first try. You cannot put in a pill yourself because Umberto is watching. Talk to Butch about it, and order whisky. Give Butch a sign, and put the pill in Umberto's whisky.
Stand outside on West Flagler Street for a few minutes. The same three men and women will walk up and down the street, and after some time another man will appear and "Relics Of The Present" will be earned.
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Do not select the "Seller Intuition" button during one of the five conversations when it can be used. The persons you have to speak with during those times are the man at Doc's auction, bank robber, William Jennings Bryan (by the pool), Freddy, and the guard at the train station.
After getting the stolen plan out of the safe, place the picture back over the safe and leave the office.