Software Upgrades

Change in software version earlier proposed by contractor

An external software company is working for us on a project. They are proposing to supply a new release of software. The original software was certified to meet our requirements. Features of the new release of software are claimed to correct some longstanding user annoyances whilst offering some...

What is the best way to persuade a security manager to upgrade poorly outdated software/devices?

I've mentioned security risk, not to mention how upgrading will do a world of good and provide more features to allow us to enhance our tools to make us more productive. I come from an ISP where IT was not a cost center. I may be spoiled, but we are running on Hoary, and everything is manual it...