The reasons why they didn't work varied from household to household. Norman Stewart perhaps didn't need the money or have the inclination; The Swansons didn't appear to have the freedom to come out to play when they wanted to, so there was little chance their parents would have countenanced them venturing out to work on dark winter mornings-I suspect Molly and Dougal would have been more cautious too in terms of health & safety as well as ensuring nothing got in the way of Heather or Gavin achieving their academic potential.
The Hanlons were interesting-Hilda and Charlie Hanlon ran a tight ship-a considerable achievement with four energetic boys separated by not much more than a hand-full of years. All the boys behaved well despite playing with all their peers, but were called in at an earlier time than the rest of us-the loss of four players could spoil a good going game of football! Whilst they might complain in a minor way, they would always go home when told.
Out-with receiving their Friday Treat from their father one wouldn't see them spending money on sweets, ice cream or comics-so they're needs seemed to be small. They seemed to be a halfway house between The Swansons and the rest of the children, although none of the boys were academic. Because of having less freedom and autonomy, it would have been surprising if they had been allowed out early in the morning to work.
There is a difference between working and being entrepreneurial. The best example at The Stair was Douglas Blades' milk run business which he developed at Wester Hailes. Two of mine featured a summer holiday chip shop and also promoting jumble sales.