Red Dead Redemption 2

Free roam missions become available after completing the introduction. You can accept these missions from familiar faces from throughout the world. You can identify them on your map as a pink mission marker. These missions are relatively simple,and there really isn’t one significantly easier than the others. Missions are compiled of objectives such as protecting a wagon, stealing a wagon, stealing a horse, delivering mail, killing a bounty, etc. You'll need to complete ten of these to unlock the trophy.

Be warned, some of these allow other players to sabotage such as killing the horse you just stole. You’ll have to do that once yourself for All's Fair. Also, some missions can be buggy. Most frequent offenders of these are ones that involve delivering a wagon or a horse. Objectives are delayed or don't show up at all and sometimes the game refuses to let you finish the mission once you've brought your wagon/horse delivery. There's No sure fire way to trigger progress. Sometimes waiting works and something hopping off and back on the horse/wagon can as well. If your mission isn’t triggering, you may have to exit online and reload. Try to avoid these missions whenever possible as they can be unreliable.

These do have a weird mechanic where the amount of money you receive as a reward is based on how long it takes you to complete the mission, which is a little backward if you ask me. If you want to maximize your profits, try to avoid completing the mission until you have less than 30 seconds on the timer.