Progress is made towards this badge when you log back in next to a Base Portal. If you use the Base Transporter (21 month Veteran Reward) to travel to the base from a location that isn't next to a base portal then log out while in the supergroup base, you will not earn progress towards the badge despite what the badge text says. In that case, you will earn progress for whatever day job is represented by the location you logged in at. (For example: If you use the base transporter to go the supergroup base from Cimerora and then log out, you will receive progress towards the Cimeroran Day Job Badge when you log back in because you'll be logging in to Cimerora.)