workflow automation for any whole job - (best if its on a Mac)

Pick any individual (gunnie pig) and determine a job they normally do using their tech/no physical world elements. The task is to come up with a complete automation scheme using: 1. the fewest keystrokes and/or easiest routines - and - 2. as many free to minimum cost tools as possible. I think this can be done using any platform (except maybe windows) , but likely be easier/better done for a Mac, on Linux, would be pretty do-able on iOS and surprising attainable on Chrome OS.