The trip of your life
Sounds like a great idea - I hope it works out for you, and I look forward to reading the ride reports for years to come.
If you're planning on teaching English in Europe, Africa and Middle East you should look into the TEFL qualification. Got a buddy that's been travelling for the last 12 or 13 yrs on that one qualification.
I travel. I ride. I live. What do you do?