Ever since DPR was arrested, I was wondering how they were able to get into his encrypted stuff. The logical theory is that they were watching him and were able to install a keylogger, if not, they definitely have a back door into pgp and other encryption methods. Or, when they arrested him, he had every thing open, but that doesn't make too much sense. I've always thought that the government must have some way to break into pgp.. I hope im wrong, but they sure did get into his encrypted files quickly..
I thought he was caught in a public library with the laptop unlocked and with everything unencrypted. Maybe his personal stash of 144k bitcoin was/is encrypted and safe, but the rest was in plain sight...sadly.
Having a keylogger on his computer seems very unlikely.
If you look at the time line, its pretty obvious that they knew who he was from about April onward. The FBI are pros at going into homes and collecting evidence, placing bugs, messing with computers, etc. They even bring their own dust to replace the dust that they unsettle. They will even close the street, saying there is a water main broke, in order to buy time. (there is a great documentary out there that shows a lot of their technics from retired agents)
To me, it just makes sense that they put keyloggers on his computer, or at least were able to look at all the transmissions via the wireless modem. Or he had everything open while his computer was on and open..