We pay for Google Apps for everyone in our company, and unfortunately no one used Google Apps. I know some people pay and expense Dropbox on their personal accounts, and if more of our team needed to use Dropbox I can easily see getting on their Business plan. Plus the Business plan ends up costing less than the consumer version.
The couple of thousand dollars is fairly trivial amount of money - you need to look at price per headcount. Salesforce and other SAAS services that we use cost a lot more per person and yet we still happily pay for them. I can also see a simple feature like 'Track logins, devices, and locations ' being a must have depending on the security requirements internally.
