I have tons of experience with these sorts of projects, and can have this done to your specification, no problem.
I will provide you with an easy to use program, with the source script well commented for future changes that need be done. I can also provide you with a tutorial video explaining how the program works, and what does what, for ease of change by other programmers.
Please take a look at my portfolio to see some recent software that I've developed. I can develop for windows, mac, linux, android, iphone and raspberry pi (with full GUI interface). I specialize in windows amongst those (simply for lack of owning the recent apple products).
I thank you for considering my bid, and if you have any questions, concerns, or comments, please feel free to contact me.
Also, if you'd like me to code a demo GUI to show you what you could expect, I am more than happy to do so. Just let me know, and I'll have that sent your way. :)