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Same question. Do you refer to using SSH and socks proxy. If so, is that a viable solution, in your experience, with less techy employees?

Less techy employees shouldn't be on any private/internal networks. Just give them an HTTPS web panel to work on authenticated by the SSO system.

SSO is not enough. In secure systems you are ussually required to provide both network access, and applicative access restrictions

It would be utterly transparent. Please don't be ignorant.