I Don't Remember My Password pin

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I don't remember mine either. That's what password managers are for. 

Your Secrets Are Safe With Me pin

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This button demonstrates you know the most secure way to keep a secret - by forgetting it. 

Someone Figured Out My Password, Now I Have To Rename My Dog pin

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Show off a little information security flare at your next hacker conference, or just wear it anywhere and make people think twice about using such awful passwords.

Keep Your Password Under Wraps button

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This is sound advice. Mum(my)'s the word. 

I Know Your Password pin

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You can never have too much flair (or at least that's what the movie Office Space taught me) so why not add a vaguely threatening button/pin to your flair collection. Make people secretly question the security of their online accounts every time they see you.

Don't Make Complex Passwords, Make Strong Passwords pin

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This little piece of flair expresses a subtle but important point. For a long time we acted as though complex passwords and strong passwords were synonymous, but that's not really the case. In fact, the we try to force complexity on passwords with ever more convoluted password policy rules, the weaker the resulting passwords become due to eliminating large swaths of possibilities. If you want your password to be strong, the single most important thing you can do is make it long.

Finally, surveillance we can all agree with

found on Imgur

I'm sure there's an interesting story behind this sign, I just hope there aren't any pictures.

All My Passwords Are Protected By Amnesia button

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I laughed out loud when I saw this. It's very clever and speaks well to the need to use assistive technologies like password managers.

Make Orwell Fiction Again buttons

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Now that's some flair I think I could get behind. What are we doing to halt the progression to the world of George Orwell's 1984? Not enough, I think. We need to do more to veer away from that dystopian society.

Toxic Cyberpunk Hacker button

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I'm going to be honest, I never would have thought to search for such a thing. Maybe others would have but the only reason I came up with the search terms to find this is because I rolled some dice.

That's not to say I think this is a bad design, I don't. I think it's an under appreciated concept and it definitely deserves to be seen.