Hi Hecki
My advice is quite simple as you cannot run before you can walk and the difficulty settings is not set up for the novice player in TWOS.
Start a new campaign and select 'Low' as your realism setting. If you then look at the game play settings you will see what settings 'Low' refers too. You can change any of the settings and then make a game save so that they are kept.
This tutorial will be helpful to you as it will show you how to take on targets further than the 1-2-3 circles.
Post #146 Auto TDC Targeting Without Using 3 Circles
Use TDW's Option File Editor Viewer Nav and TAI map options to further help your gaming enjoyment.
Disable the mods first before making changes.
When you feel a little built up some skill levels you might like to have a look at this.
Post #35 Beginners Guide To Manual Targeting
This also may help you with an easier step using real navigation when you feel like its time to progress to a higher level.
Post #162 An Easy Way Into Real Navigation
The worst thing is to get disillusioned because everything seems to be going over your head and you do not understand how to over come it.
Experienced guys like myself, Sjizzle, and others can usually show how to get around these so called obstacles and come up with game play that you can work with.
Peter