If you have NRaas Story Progression and the Careers Module try these settings:
From City Hall or any computer > NRaas > Story Progression > General Options > Options:Careers > Force Change Work Clothes. Note: The force change has been reported not to work for sims having the workaholic and slob traits.
If you are using Zerbu's careers, these settings need to be assigned in both mods. Make sure both of the following settings are enabled.
City Hall > Zerbu > Ultimate Careers > Setting: Push Active Sims To Career Outfits
City Hall > Zerbu > Ultimate Careers > Setting: Push Inactive Sims To Career Outfits