Thank you for requesting me.....but this type of setup is fairly in-depth.
It would require a clear and concise plan, for each users DATA. For example, you and your wife, each considered an individual user would need to decide WHERE your files are stored, and a central location is always best. Both of you can use the SAME file server, and should as it is the best practice to have a single repository for a file server. When dealing with file servers, you want them to be easily backed up, and restored. So managing multiple machines becomes complicated and cumbersome.
The software you use that is not compatible on WIN10 can be addressed in a couple different ways.
YOu can dedicate machines to a specific Operating System, and use a remote access application when you need to use the software. Or, you can install Virtaul Machine (VM) software which allows for using almost any Operating System you like, whic in turn allows for the older software to be installed. VM's allow for multiple machines to be in a single physical box.
Althoug this sounds great, the hardware must be capable of this, such as the RAM, CPU and Hard Drive space.
As far as the Network Map goes, while it is important, its not what would show you everything about every computer.
A Network map simply shows how the cabling is physically laid out. Showing the network devices, and network interfaces. But the HOst computers are usually not listed, as they are all clumpind into the networks they belong to, and dont show their individual specifications....like OS, or computer name, or even their IP, just how it goes.
It sounds like you are doing what we call in the industry Network and systems AUDIT and OVERHAUL.
The overhaul is the actual PLAN for the systems the business needs or wants.
It outlines what computers and hardware are needed, and how they are to be setup. Indepth and granular, about how the entire business systems should work and operate, and needs to be comprised using best practices within the industry wherever possible.
The audit is the process of taking account of all hardware, and software, network devices, and any misc assets (printers/peripherals)......and catalog it.
Determine what can be repurposed, or scrapped.
Update the catalog, with remaining hardware.
Determine if NEW hardware is needed for the OVERHAUL.
Using the Audint and Overhaul method, you can determine how best to implement the new systems and continue to be competitive.
You may need to hire a consultant that can help you in this process, or a project manager who can take the reigns and do the task for you, but always make sure you are getting some TRAINING once completed, if you go the PM route.
I would be happy to help you, but this is not just a question you are asking......its much more than that. This is not a question, but rather, a Project, and would best be done in stages, as well as putting together the Overhaul and Audit along with a timeline.