Build an Auto-Pilot Program or Chrome Extension

I need someone to code a light-weight program or Chrome Extension with a clean UI. The program needs to be able to take entries from a .TXT file and send it to a website, then export the website's response with the original entry into a local .TXT file. After every 2nd entry and response, the program should change the entry's IP address from a list. More Detail For Interested: After every 2 entries the website requires you to fill out a caption, I've found this can be bypassed by using a VPN chrome extension, hopefully this can be replicated in the program. I can provide myself a list of VPN's or proxies, as long as the program is able to read the TXT doc with this list. The program should be able to run on can run on standard win 10, I'm good with any coding language, the program doesn't need to be fast per say, as I'll let it do its thing overnight.