PAPERBOY

This achievement is difficult, but no real secret to it besides memorizing where the obstacles are and coming up with a path to get through them. The obstacles generally remain the same from day to day, just slightly harder variances appear as week progresses.

Unfortunately, this paper boy delivers papers on every day of the week including Saturday and Sunday, so you will have 7 days that you need to make it through.

You also need to use the default game settings for the achievement to unlock.

I would still try to deliver as many papers as possible to score points so that you can get the extra lives which are much needed towards the end. For this reason I would try to score points on the obstacle courses as well.

Additional info from Otis dRiftw0od:
"...try to make it to Sunday with at least 3 to 4 extra men so you have margin for error on Sunday. If you accumulate 30,000 points and not lose a man by saturday you should be in the clear. You get an extra man at 15,000 and then another one at 30,000. So if you don't lose any of the inital 3 men that you start with you can accumulate 5 men going into Sunday. Which by far is the hardest day."

You also can't lose all your subscribers so make sure to hit at least one house each day. The first two houses are pretty easy to hit so this shouldn't be a problem.

Good Luck!

Noticed there wasn't much out there in the way of videos, so I made one of the entire week, should help you breeze through the achievement :).

Not my video but this guy has some great tips during the video.
Hug the Curb!!! and memorize where to use your break. try and get a high score early on Monday and Tuesday to get extra lives so you have some wiggle room

I got this on my 4th run though using this video guide, got to Sunday with 1 life left on my 3rd run though. try to memorize the groups of houses but what I did for Friday-Sunday was watch the video to see the upcoming obstacles for 2-3 houses then complete those houses and pause right away, watch the next few houses then complete them while you know whats coming.

4th run I didn't lose a single life and gained 2 extras. ended up with a score of 51484

so glad to finally put this in my completed column

All credit for the video goes to NeedtoAchieve on YouTube