3000 miles in less than 2 months; highway, backroads, long trips and short trips - I have had zero issues other than a little rattle in the drives door; but definately nothing that has left me stuck on the side of the road......
oh I lie...... Like a knob I locked my key in the boot

and all the other (2) doors were locked - oops....
My wife has a 2008 Yaris 2 door - I really like that car too; but not as much as my Smart....
As I have said before I paid more for the Yaris and got less; no ABS, no ESC, no side Air Bags, No Alloy Wheels....... but it fairness it got a back seat
I am not worried about the car at all
If you aren't in it 100% buy something else but be really sure of your decision... hate to be you passing a smart in your fit thinking 'what if...?'
Cheers
Ian