data scraping & web bot dev ( upload data with differents IP ) - autopost adds

I want to put (200) free product advertising that is comming from my web site ([login to view URL] with prictures) in France onto this web site [login to view URL] (registration fill up form). Rules & security allow just tu put add in 1 city,i need to this 200 into 100 cities They have many security to avoid spaming (only local add, email/IP/phoneN°/similare text description restriction/outisde country restriction access/gmail mail confirmation (not mandatory).) I need a software that automated this task & upload picture (very slowly). (preferably fomr my website to theire web site or throught csv) and being run either in France or outisde France because somone will run this task for me outside from France. The personne or company will support & adapt the software according to the new security anti- spamming rules for 3 month I dont know all the restrictions & rules of this website so dev personne will have to do ongoing testing initially until it working (if you put an adds that are refuse you knwo it same day). People are already doing this in this web site but manually and not as a large scall. Please reply to me and explain how you will do it , Sample of work in software dev (preferably similare) that you have done.