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We actually already have access to O'Reilly learning, but I can't say I take advantage of it. How would you approach learning via O'Reilly Learning?

Find a book read a chapter a day. Repeat. I sometimes distill what I read into 15 minute “take always” presentations for my team. Helps to reinforce.

Just keep reading and watching stuff on regular basis. Think of it as information gym membership - you're losing it if you're not using it.

Another thing you can try is attending the webinars about something you want to know more about.