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The Microsoft Legacy Operating System topic includes legacy versions of Microsoft operating systems prior to Windows 2000: All versions of MS-DOS and other versions developed for specific manufacturers and Windows 3/3.1, Windows 95 and Windows 98, plus any other Windows-related versions, and Windows Mobile.
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are they able to ping the default gateway? what about a public IP address: 4.2.2.3?
Do you have a proxy that these users have to go through?
What about a firewall? Is it licensed for that many users? Cisco PIX 501 had a 10 user license limit unless you purchased a larger user license.