The most developers will never need to bug their managers because a subscription based solution is a no go for the financial department anyway. Corporations do like getting blackmailed as much as a indie developer.
Most of the large organizations I've dealt with are fine with this because they like having someone to call for problems. “subscription” is the same as “support contract” for the accountants and that's something they're very used to: it converts an unknown risk of an expensive outage into a predictable annual expense.
That's not necessarily the case. Corporations also love pre-tax operating expenses much more than depreciating capital expenditure. A lot of "cloud business" is moved by this simple accounting reality, rather than any technical benefit: renting AWS time might cost more than buying a server, but because the server is depreciating cap-ex, for your CFO it's actually the cheaper option.
