Item description:

Lending a Hand - Go to camp and talk to LS (Confront Leopard Strauss)(See his thread EU Semi Save Set). Credits to Amoo_Ali

Paying Respect - Go to the localition in the map (See his thread Paying Respect). Credits to ItzElectroHouse

Grin and Bear it - Load save then search around you for bear until he spawn and let the bear attack you then tap CIRCLE quickly until you can shot the bear and kill him then the trophy will pop. (See his thread Grin and Bear). Credits to Failed Legend

Collector's Item - Just talk to Deborah MacGuiness. (See his thread Collector's Item). Credits to ItzElectroHouse

Bountiful - Just sleep at camp one more time till afternoon and the trophy will pop. (See his thread Bountiful). Credits to HUYI82

Breaking and Entering - Rob Catfish Jacksons house, and it will pop. (Guide Location Homestead Stash Location). Credits to Amoo_Ali

Take From the Rich - Start the Dutch mission, you will be going to Bronte's house, loot the guards, when you get to Bronte, before picking him up, Loot him and the trophy will pop. It's an easy and short mission. Credits to Amoo_Ali