Let us know how it works out.
SAMBA is easy to set up and works well. It gives password-protected access to Linux boxes from Windows machines.
If you have not already added this to the plan, think about a firewall. I am not sure if Debian comes with a built-in firewall or how sophisticated it might be. IP tables are not enough to stop most hackers unless you have already identified them. CSF can be easily added to most Linux hosts. I was getting over 250 hack attempts per day on my VPS server until I installed CSF. It has a graphic interface and is easy to use.
ConfigServer Security & Firewall