1.) Buy a tractor that you can have attachment on front and back.
2. Buy both of the mowing attachments.
Tractor one done.
3. Buy another tractor that you can attach the pallet forks too.
4. Buy the tractor forks.
Tractor two done.
You should see boards on your map, I advise just doing the mowing and transport missions because you need supply to fill the demand missions.
This should take 4 hours and the trophy should unlock.
Good luck and God bless fellow trophy hunters.
Eklebtik