I keep getting error message "not enough space on startup disk" on my macbook 10.6, even though I've deleted and compressed many files. Could something else be the problem?

Somehow 1500 web pages were downloaded into my iphone app! That's when the trouble began Now, I keep gettig error message"not enough room on your start up disc. "So I deleted most of theml, but when I compress/delete files, it doesn't help. Now i'm unable to back up to a disc, because I get a similar message about lack of room.. I can't download apple updates or printer updates. My computer is almost unusable. When I took it to the Apple store they had no idea what was wrong.
I bought an external hard drive-Free Agent Go Flex which doesn't seen to function, and has no user interface and apparently little tech support. My cursor is all over the place. No one at Apple seems to be able to fix this computer. Any suggestions for my next move?
Thank you.

See Here for Troubleshooting
Free Disc Space
http://www.thexlab.com/faqs/freeingspace.html
See Here for Resolving Startup Issues
http://support.apple.com/kb/ts1417

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