1) 9 days are currently available to play.
2) Day 4 is the mid point of the game. Actually, day 4 mid day would be more accurate.
3) When you do a full reset, all but your starting money disappears. In fact, pickpocketing money you give back. So, you go back to $30 when you full reset.
What day is the first day that you need money, more than starting money? Again, Day 4. You need at least $300, for rent. After a while, I got to do some thinking. And came up with a variety of ideas. One was to hold/replicate everything you have in your inventory, that you can access after so many times spent at the shelter. Got to do more and more thinking, refining thoughts, and ideas, until I boiled it down to a "magic" wallet that can hold your money from reset to reset. And adds that starting money everytime you do a full reset. Of course there can be more added in at a future time, as you progress the story. Now where would you "find" this wallet? On, or after, the 4th day. Of course, it would be several resets, warps, etc. I wanted to keep it so that it only holds money, and maybe one other item, once you get to a certain point, and need to make some quick money. That point being day 4, and need to both pay rent and help your mom. Once those are taken care of, the "wallet" will provide other means of legally earning money for Day 4. Not just one lottery game, but it can be a few. But each time you reset, so does the list. I prefer to keep things balanced, and not overpower anything. Because someone would see my idea, and think that can be too powerful, it needs to either go, or redone. While I haven't given up on my idea, I thought, well, just shut up about it, and let the idea die because of all the negative feedback. So, what I am going to do is keep my ideas to myself, and just leave things as is. And that is what I am going to do after this. Just patiently wait for both a new update, and a new walkthrough.