I started updating almost religiously about a year before I got hired. I cleaned up my app, had it reviewed, then sure enough I went through the hiring process and now I'm flying 756s out of the west coast, enjoying life.

I'd suggest always update and constantly QC the details listed on your app. Make sure your educational experience lines up for every school you've been from high school forward. If you have the time and can make it work, add some glitter on that resume and volunteer for a committee at your current union. The experience just might give you the push and perspective to make you successful in the hiring process. Good luck.