Which guide do you intend to follow when you installOpenVPN?
Depending how you setup OpenVPN/DD-WRT will depend on the risks involved to you revealing your IP.
Ideally, you want it so OpenVPN is installed on the router only, so your PC doesn't have OpenVPN on it.
Regardless of all the methods used, your primary threat is likely to be DNS leak. How to solve DNS leak is different depending your PC is Windows 7, Windows XP, or some other OS.
Good info for preventing DNS leaks
here &
here.
CharlieRW wroteincluding to a program installed on my computer that may be actively looking for evidence of my true location
Any program on your PC that is not trusted to be entirely harmless shall have to be firewalled or sandboxed. If you have rogue apps existing on your system, then your true location has a far greater chance of being revealed and your project is doomed before it begins.
To Summarize:
- Clean the OS
- Get OpenVPN setup and working
- Patch DNS leaks
- Bonus tip: for the ultra paranoid, surf with Firefox 'no-script', or Opera (which allows all scripts disabled). Also, *Always* set your browser to delete cookies upon closing. Cookies can be the #1 ip revealer if you are not careful
With these 3 (+ 1 bonus) principles, you will enjoy a secure identity.