A year or two ago I bought a personal license to Ubuntu FIPS after being urgently asked to debug an issue w/ Python's OpenSSL bindings. Unsurprisingly it turned out that my company had an enterprise license, and had I known whom to contact (which I didn't), I could have gotten a license key in a couple of days. But why waits days and potentially many thousands of dollars of time when I could buy a license now and get started immediately?
Frankly, it's weird how Silicon Valley employees making obscene amounts of money balk at personal expenses as if they're some minimum wage employee being victimized by their employer nickel-and-diming them. But that's just me. In fact, except at startups, Silicon Valley corporations neither expect this nor even give you credit for taking such initiative.