Sorry if i oversee a related topic. If you want the 100 times painting a car, go to the car Chevrolet Camaro ZL1 and switch between the 'mtn dew' paintings... and you get easily the achievement for low. I realised it to late. .. but it saved me 75times for gold ;)
addendum:corrected it to the right vehicle... it's the ZL1
But it doesn't work anymore in 2.1... if I now show the car, this paintings are now shown up with 2 Gold.
very pity... but if someone is still on 2.0.3, it could work to earn the gold before make the jump to the new version.