According to VMware, you'll be able to recognize the PCI card on the new machine that has virtualized Windows 95. You could probably try this out on your personal computer by making a partition with a clean windows 7 install, installing VMware, and installing the HASP key into your PCI slot. Aside from the VMware (you can probably get this for free as well if you are resourceful), you can try that all out for free, monetary wise. Time wise, it could cost you a weekend.
https://pubs.vmware.com/vsphere-4-es...gh_device.html
All the options in this thread seem viable. The only thing now is to try them out.
I believe that VPN will only allow you to access the files remotely. You will not be able to run the software from home, unless you have the software installed on your computer at home. VNC will allow you to control the Windows 95 machine from home.
There are a lot of users that claimed that Word 97 was easy to used because they were used to it. It has been proven that the ribbon in Word 2013 increased productivity after they learned it. Just some food for thought.
Good luck.