Hello Sr.
I am Jorge, from Argentina; a System Engineer with experience at the IT field.I have used and use several tools to solve many kind of situations and on this particular one you have, I would like to discuss with you in detail how is the bot you need.
When I say "bot", I mean to develop a tool, Windows Platform Compatible,which go through one specific website,log into it and then of that...do what you are requesting.
I propose you to do some test, without compromise of payment on your side. Just test a possible solution and you will decide if is what you need.
If you are interested, just message me over here ormay,sending me an email to jorge_pierini [at] hotmail [dot] com
Thanks.
Jorge.