Re: OOC: Chat
You, as players, can each only be in one job at a time. Your character can start whatever jobs are available as soon as they return from the previous one, even if it means backing up the clock from their perspective. You still have to take a long rest after 16 total combined hours of adventuring or downtime activity, (though when traveling outside the perimeter, you only get to travel for 8 hours before risking exhaustion. The rest is at camp, hunting, gathering water, etc.) So you can take two 8-hour shifts of patrolling, or 8 hours of lumberjack guarding and 8 hours of patrolling, etc. Either way, you always arrive in Smith's Gambit in time to join whatever jobs are currently recruiting.
Thus, even though the lumberjack guard job ended a few hours late, its members are eligible to begin a 2nd shift patrol job (but they will need to roll against exhaustion near the end of the shift.)
They could choose to take a long rest now, instead, but then they will be in the back of the line when it comes to queuing up for new quests.
Or they could use downtime for crafting, then take their long rest (as crafting and resting are allowed some overlap.) They will still be put at the back of the line, but they still might get into a second shift job even though it should be tomorrow from their perspective! Like I said, just try not to think about it too much!