All true, however honestly, I trust you guys around here more than an (all purpose-) programmer hired on a platform -- all the more since this tool possibly could be coded by someone who actually uses the tool himself afterwards, which probably will make it three times as good as if someone who is not so much involved in that time tracking stuff would code it.
What's more, this should be doable in AHK, and while I am not so proficient to build this from scratch (without taking weeks for it), I think I should be able to maintain, and gradually improve the code around the edges, over time afterwards.
For example, I once hired a programmer to write a small app for me.
First, it took weeks to find one who seemed to be able to code what I needed, although I made a proper invitation of tenders on a professional platform. Second, although the tool in the end worked out ok with regard to the "right half of a three digit range" that I spent there, very soon I discovered that I needed different bits and pieces to be changed, features added and so on.
In the end I stopped using that (static) made-to-order tool, and wrote my own in AHK which I have been using for many years now. Still, almost every day however I fix and improve bits and pieces in the code. This way and evolutionary, that tool has become like 20 times as useful as the original one, in the meantime.