Here is the full list of all 28 On The Road - there are Truck Simulator achievements.
Hire three drivers for your company
Entirely fill your tanks.
Own two motor vehicles and two trailers
Buy a gigaliner roadtrain combination
Reach Level 10
Reach Level 7
Own three motor vehicles
Reach Level 3
Hire the first driver for your company
Combine enough assignments to reach 70% of your vehicles maximum payload
Combine enough assignments to reach 90% of your vehicles maximum payload
Reach Level 1
Combine enough assignments to reach 50% of your vehicles maximum payload
Deliver an assignment without any damage
Create a second savegame
Get caught by speed camera
Hire six drivers for your company
Own five trucks and five trailers
Own nine trucks and nine trailers
Buy a drawbar trailer
Buy a tandem trailer
Buy a semi trailer
Own one motor vehicle with a mileage of at least 10k kilometres.
Own one motor vehicle with a mileage of at least 100k kilometres.
Own one motor vehicle with a mileage of at least 500k kilometres.
Deliver an assignment with max 10% damage
Deliver an assignment with max 50% damage
Deliver an assignment with full damage.