What do you want?
\r\n\r\nI assume being able to post without block.
\r\n\r\nDo you also want to be free of any local monitoring? Is using Win2K a requirement, or could you switch to something else? GNU/Linux is most likely going to be more readily secured and monitored, though it may take some doing to get there. If you want a high level of assurance, you may want to go for nonvolatile media -- Knoppix or a similar distro. Note that Knoppix itself offers pretty good desktop capabilities itself, and may be sufficient. Remotely mounting your home partition from a remote trusted location via an SSH tunnel may also be of interest.
\r\n\r\nDo you want to do forensics to find out what's being done, how it's being done, or where it's being reported to? In that case, a GNU/Linux or OpenBSD masquerading proxy (and/or firewall) with packet logging, and/or a packet sniffer, may tell you about stray bits going places. Actually, if you do that, I suspect there are others who'd be interested in the information. See also my prior comments on indexing and MD5 summing your legacy MS Windows install.
\r\n\r\nIf you want to run W2K, I'd suggest a minimal, installation, hardened, on completely wiped media. Which is going to be a PITA. Image this, index it, and md5sum it, before you connect to the 'Net. Note that this is going to make the system very unfriendly to play with as you're going to have major issues updating, configuring, modifying, adding SW, etc. But it may be relatively secure, and/or give you an idea how the system's being compromised.
\r\n\r\nDon't overlook hardware. Keystroke sniffers are now dime-sized or smaller, capable of holding MBs worth of output, or months worth of typing. If you're going to be paranoid, don't stop at half-measures.
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