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2950 is a CCNA quality switch, CLI is the only real way to configure it
http://www.cisco.com/en/US/docs/swi...11_yj4/command/reference/intro.html#wp1020455
setting up Cisco switches from CLI is pretty simple, setting up Cisco routers and firewalls that gets confusing at times.
Honestly on most networking equipment (HP, Dell, etc; except for Cisco) 95% of what you need to do is in a nice web interface. The only things I have ever needed a CLI for on my Procurve switches is setting up port trunking. If you can't figure out a web interface on a modern switch there is not much is not much help for you. If you want to do so learning pick up a network+ book and read. Cisco is a whole other ball game, but I think you know that already.
Side note. the Cisco 2600 is a router, the 2950 is a switch. Two different types of hardware.