As far as "work" is concerned, there's only really two 'ongoing' software costs for me: - IDE (IntelliJ IDEA Ultimate) [Yearly Subscription] - HyperVisor (Para

As far as "work" is concerned, there's only really two 'ongoing' software costs for me: - IDE (IntelliJ IDEA Ultimate) [Yearly Subscription] - HyperVisor (Parallels, VMWare Fusion+Vagrant VMWare plugin) [Yearly Subscription; Per-Version purchase respectively] However I still use a couple of apps that I paid for once and continue to use: - Time tracking/Invoicing (Billings Pro, soon to be replaced as they don't support their self-host server any more) - Diff (Kaleidoscope) - Diagrams/Wireframes (OmniGraffle - haven't actually upgraded to a version that supports Mojave yet though) - 'Office' suite (Pages/Numbers)