I've had my wife come out doing exteriors with me in the past. I still say that since we moved here, she's the best person I've had work with me. Only thing was she insisted we stop for a picnic lunch and sit around for a while afterwards, whereas usually I slam back a sammich in less than 5 minutes and declare "that's lunch, let's go!"Jan has worked with me quite a bit in the past. No high ladder work, but enough painting for her to learn how to properly handle a brush and roller. Her real strength was in prepping everything for me so I could start getting paint on the walls.
Either way I'd bring her out again for sure.