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Red Dead Redemption Friends in High Places

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Armadillo:
Climb on the roof of the train station and hide behind the sign that faces the main road in the town
Start shooting people until the lawmen arrive
Kill all the lawmen but leave at least one alive, otherwise the bounty won't rise (it's better if the last one goes inside the station under you, where he can't harm you). At this point you should already have a bounty of about $500 $1000
From behind the sign, shoot a few people walking around and move the camera 360°. This should make 1 5 people appear around the dead bodies
Kill them, move the camera and repeat
Once you get a bounty of $5000+ (every civilian killed gives you $20 more, so you will have to kill about 150200 of them), just sit right behind the sign and don't move. The "Wanted" sign will start fading away;
Once the "Wanted" sign is gone, jump down the roof and use the pardon letter at the station.

A quicker (yet more risky) way to achieve this is to go into Blackwater and find a suitable 1exit room. Shoot several passersby to gain the attention of the lawmen in the area. Over 50 lawmen will spawn in one shootout, and they have a higher bounty than civilians. Additionally, vandalizing any property in Blackwater will net more bounty.

Another Blackwater go on top of the [Blackwater hotel] and kill from the roof until you are wanted. Then crouch down and wait for them to come to you they will only come up one ladder(the one facing the harbor) then just shoot them when they appear on the roof(or while climbing up the ladder still). Time consuming but you can actually kill all the police in Blackwater and have 1,0001,500 at any given attack spree even more at times. This also work well if your are doing the Heading South On A White Bronco trophy.

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