from a security and privacy point
and not surface stuff like “whats my ip” “whats my fingerprint” (someone said the fingerprint checking sites are useless idk) or “is tor connected”
tdlr: i want to know tools to find where the security/privacy holes are
Yes, that was answered in my response. That’s what a pen test is (short for penetration test).
If you don’t know what one is, that would be a very good thing to learn about.
The other thing you can do is try to keep up on newly discovered exploits getting patched and applying those patches ASAP. A pen test can help reveal these vulnerabilities too, so it’s a pretty good place to start after updates/patches.
I have years of programming and sysadmin experience but have never tried pen testing. I have a Kali Linux live usb ready to go but I don’t know where to start. I know that Kali offers training but the $3000/year cost is absurd to me. I would love to pen test my homelab but I don’t know where to start.
What is a recommended resource that does not require an account or credit card?
For free, Kali is a good place to start. Just start looking up how to do stuff, learning, etc. Pick a tool and start learning about what it’s for, how to use it. etc. Keep going until you’ve learned what does what.
https://www.geeksforgeeks.org/linux-unix/kali-linux-vulnerability-analysis-tools/
do you have any ways to pentest that youd reccommend?
Kali Linux is a popular choice OS wise, but understand this isn’t something you’re just going to pick up in a day: You will need to study, learn, practice, etc. You aren’t going to learn it from a forum post.