and I'm out of a job
I think since u mentioned that the paper route no longer exists does imply that you were jobless, however if u want to stress the fact that u miss having a job as well, i think its better to say "...and i'm jobless"
What I miss most is the hour after school where I could just walk through that familiar sub-division and reflect on my day
replace could with would : "where I would just walk through..."
since the reader doesnt know which subdivision you are talking about, 'that' might not be the correct word, and i cant think of a suggestion right now..
What I thought would be the a necessary evil
I think you need to revise that : "the necessary evil"
and perhaps you might consider changing necessary with absolute? necessary evil sounds a bit unfamiliar