We are dealing with a new client right now, an agency that is working with a restaurant. The retaurant site has not been updated since 7.12! The agency is asking for some documentation to share with the client about the need for these updates.
I did a simple google search, and came up with no usable results! Maybe Drupal.org has some resources, but I have never seen anything like that there.
This would be a really valuable resource for everyone working with clients. I'm really surprised we as Drupal users are not sharing some of this.
So we are in a time crunch now. Does anyone have something to share that we could use? You can send it to me privately, and I can edit out your client specifics, and show you what we will send to our client. (Bonus - I WILL be posting this to Drupal.org documentation, so you would be helping with community building too!)
If someone knows of other resources, please share! Thanks.

Comments
A good place to begin are the
A good place to begin are the Release notes and the fixes to security vulnerabilities.
https://www.drupal.org/node/3060/release?api_version%5B%5D=103
Here are good (and 'officials') advices about the need to update drupal core.
https://www.drupal.org/upgrade
This post seems also relevant.
http://www.metaltoad.com/blog/how-talk-your-customers-about-drupal-secur...
The 7.32 scare
https://www.drupal.org/SA-CORE-2014-005
maryann king
http://www.emkayandco.com