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How would you encourage somebody who is on the outside of the security sector to get involved? The few times I've tried to go to meetups I have felt like I am way in over my head and it is hard to get the most out of talks without a baseline knowledge a bit higher than mine

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I'd say keep attending and trying to talk to folks, you'll pick things up here and there. You could also try to research the topics in advance of the presentations so you have a bit more background.

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