The job application is definitely quirky (and that is like the nicest way to put it).
They have stated the decision is based on three factors:
Recent success
Experience
Loyalty/Rep
You get some odd decisions when a coach who has been out of the world for awhile applies.
If all three are weighed equally (or near equal), I think what happens is that the recent success is not used and experience and loyalty/rep get an increased value, giving an "out of work" coach with tons of years of playing more credit than the system probably intends to.
I don't know if my hypothesis is right (or even close) but it's pretty undeniable that the job hiring process needs a solid review. The over/under on when that happens is "never".
With THAT being said, CS won't ever step in to help you if you forget to renew. I lost a team last season that was LOADED and coming off a NC. That stung. It is super important to make sure you renew your team because ultimately, regardless of how dumb the system is, it's YOUR (plural as in all of us users) job to fork over the cash within the clearly defined time period. If you don't follow their rules, undesirable results are possible.