Put armor on them and then attack a major AI faction's safe house.

Get a crew of 5-6 mobsters (you included), equip everyone with the highest tier weapon they can use.

You can also declare war on an AI that dislike you very much and won't trade with you.

Build up your noteriety by attacking free buildings, AI minor factions, or any major AI factions that have declared war on you.

When your can't carry any more alochol trade the cheap stuff and disguise it as expensive alcohol back to whoever has any money left that does not like you very much.

Trade all green items for AI's money, uniques and purple items, healing items, explosives, armor, and low tier alcohol.

Reveal all hidden areas of each neighbourhood while looting all crates you come across, guarded by thugs.

Agreeing with their trade offer will grant you 'I've got your back' achievement. At first you want good relationships with as many as possible.

Do sit downs with any mobs you come across and try to make deals with them.

If you lose a gangster you miss an achievement.

Remember to save the game frequently and especially before each fight.

Go through tutorial and when you have downed the boss perform the special 'execute' ability on any of your gangsters.

Your first achievement starts with going through the tutorial.

You start with more cash on easiest but the AI can still attack you. I've tried all of them and one difference I found was the AI used less explosives on easiest difficulty. Set up the game with the biggest map with the most AI players. Starting off select your favorite mobster that you want to do a longer playthrough with.

This is where you win the game without hiring any mobsters. Your last game will be the lone wolf achievement.

The strategy for doing that is the same for each one of them and is fast and efficient but repetative and boring. Your middle games will be focusing on winning as each of the mobsters. 'Jack of All Trades, Master of None', 'There Goes the Neighborhood', 'Public Enemy 1', 'Maximizer', 'Bulletproof', 'Bullseye', 'Let This Be A Warning', 'Trust Me', 'I've Got Your Back', 'I know A Guy', 'Reliable', 'This Never Happened', 'I'll Be Back', 'My Specialty', 'On My Own'. You will be knocking these achievements out in your first game: Remember to save frequently because of bugs and if you accidentaly get a member of your crew (racket guards does not count and does not matter if lost) killed if you are running for the bulletproof achievement. Teaching you these things do not fall under the scope of this guide but are things you will learn keeping your eyes open while you play. Some minor things such as thugs not using grenades but AI major faction mobsters do. Specifically how full and half covers work, weapon range and effectiveness and rarity color. At firsy you need to have some time to practice how combat works. This will get you introduced to the game mechanics and learn the tricks on how to make it fast on the busy streets of chicago.

Empire of sin guide