[BizarroLand]

I could see this as 6 episode seasons and each episode comes with 2 boxes detailing potential outcomes, the first episode boxes cover the next week, the second cover the next month, then 6 months, a year, 5 years, and all the way to retirement.

After episode 5 which shows the MC having achieved an outcome they are happy with, episode 6 starts with a new person who gets an episode almost all to their self.

However, the first person finds them when back when they were on choice 2 (in Episode 2), and realizing that they are not the only person getting these choice boxes causes the original experiment that we saw to go off the rails. (Events in time can be changed after the fact, after all, the fundamental system the whole story runs on is time travel).

That queues up your idea of attempting to cheat fate and somehow obtain all of the potential futures with their #2 while also dealing with other people given choice boxes.

It allows the story to address all sorts of questions like, who is sending the boxes, what is the purpose of the boxes being sent, and what is the final goal once all of the time travel fuckery settles down?

Call it the Double Slit Experiment, maybe?

https://en.wikipedia.org/wiki/Double-slit_experiment