Defibber,
All my experience with TTD on the Pi has been using Raspbian Wheezy. Not sure if some of your problems may be Jessie related? I also found it more difficult to set up on the Pi2 fir some reason but i don't remember the specifics now. Let me see if i can find a working pi2 image to send to you. All the errors that you are seeing, etc., i have never run into so i am not much help in sorting them out.
Jim
All my experience with TTD on the Pi has been using Raspbian Wheezy. Not sure if some of your problems may be Jessie related? I also found it more difficult to set up on the Pi2 fir some reason but i don't remember the specifics now. Let me see if i can find a working pi2 image to send to you. All the errors that you are seeing, etc., i have never run into so i am not much help in sorting them out.
Jim