Note you can either get this one or hoon hero, unless you make a save just after you have received both the missions.
Once you arrive to colorado, you will get control of the kodiak. Then you will receive a call from dorsey about a family and when you progress towards the family's location you will receive another call for a caravan.
Make a save here.
Then finish family one to get hoon hero and then reload the save and do the caravan to get the "needs of many" and then continue with whichever mission progress you want