I like the idea of this run, something New and very interesting. Also love that you already worked out the bribes etc. At the Moment I can not play that much but I'd give this a shot once I find the time. So, to summarize it, i like this concept very much.
Yes, most of the People won't commit to a 'real' run (meaning 31 days etc.) so they choose Ending 1. You're right, it may have been a mistake to accept these. I still like it though, like the Ending 2 run I did, it's just faster and you don't have to commit ~3 hours sitting there. But still these ~3h runs should be the main Focus, because it actually takes effort and you have to stay focused all the time.
After yesterday i actually thought about running different Endings, so I started with Ending 2 (= Family dies, you get fired). This doesn't necessarily have to be a new category, just wanted to share this with you, if someone might be interested in running new Things.
Video:
Tbh i don't think I like this category, If you want all endings I'd find it better to have a seperate category for each one. But that would flood the Leaderbord with categories :D