I think the problem is the way Conne is approaching this.
He stated that he wants one day or two half days off per week and I'm guessing he thinks those should be specific days that take place each week, i.e. Saturdays or Sundays or some such.
The problem is that political campaigns don't work that way. You can't schedule specific days off because stuff is happening everyday.
I'm sure there is some downtime where he can get stuff done like laundry or grocery shopping and using that time for an hour or two on a slow day would probably not be an issue, but if it is, there are plenty of other options.
When I worked my first campaign out of college I used the "Bachelor Bundle" service at a nearby laundromat where I would drop off my clothes and pick them up a few days later. There were also several times where I ran into the nearest store (nothing fancy, mostly Sears or JC Penney) and bought a new dress shirt that I wore right out of the package. I did the same with packs of underwear if I couldn't get my laundry done.
Heck, these days you could just use this...http://www.manpacks.com/
As for food, what type of campaign doesn't consistently have pizza or other food in the HQ?
The way I see it is that Conne wants time off to go have fun with friends and that just isn't something that happens on the campaign trail.
If you're going to drink with someone you drink with your fellow campaign workers and no matter how late you stay out, you show up the next morning and work your ass off.