Questions are not complicated, but answers can be This one is "moderate", to me. And solution is out of s2M itself: use jQuery to set the date as value of that field (which I can not see on the screenshot).
That is easier solution, there is more complicated (and more flexible) one: must build a checkbox "Set today date" in field settings at the page you show (and maybe also "Assign a datepicker" too), so you can set it yourself, when need.
I am not a s2M plugin owner or developer. If you need a freelancer, fell free to find me at PM.