A quick & easy way to get this achievement is to boost for it.
1) Select any service (preferably a short one) and complete it.
2) At the very last marker slow down to about 5mph and coast over the blue marker.
**If it is a freight service then make sure you don't stop completely. If it is a passenger service you can stop, open doors then wait until the status circle is almost full**
3) PAUSE & SAVE THE GAME!!
4) Resume and stop your train (unless it is a passenger service which then you should have already stopped) and the service will be finished.
5) Return to the main menu and load your saved game.
Repeat step 4 & step 5 until you've completed the necessary # of services required for this achievement.