alt Hacker NewsThe biggest issue of using PGP was using PGP. You were pretty nerdy to be on the internet back then, but even then using PGP was beyond what the majority of people wanted to do. Exchanging keys was problematic. Writing text in one app, encrypting in another app, copying encrypted back to an email was just tiresome.
I'm still glad that it existed as its mere existence seems to have pushed things in the right direction as far as protecting everyone's ability to use encryption if they chose. It just never became the panacea it was envisioned to be.
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There were (are? it's been a while) many PGP users on the various darkweb markets. It was great fun teaching people to use it and actually having a community to use it with.
It was pretty awkward to later emerge as the PGP expert at work. I was at that time a bit shy about explaining how I got so comfortable with it.
To be honest: I keep hearing that PGP was / is difficult to use. That couldn‘t be further from the truth - but somehow it has become an urban myth. From the very first versions that I used on my first Mac up to GPG Mail or Proton Mail I never encountered any significant difficulties and could successfully exchange messages with my peers - both in business and private contexts.
One big usability issue these days is that PGP identities come in the form of a file. Lots of people don't have the concept of that anymore.
Dunno that things have gotten much better over the years. End to end encryption is still fairly unusable to most. I think that rather than spending so much time on the cryptography we should instead work on a E2EE usability standard. Having everyone doing their own thing with respect to usability is not working out.