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1. What do you think was the most interesting/challenging type of software protection of the past decade?
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For me, the 2010's were about
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1. The rise and fall of the custom processor /virtualization protection scheme.
Faster processors and knowledge dissemination helped towards this end.
At the start of the decade, we saw ready-to-use virtualization schemes such as VMP, Themida etc, take the crown from junk-generator/antidebug/import redirectors-eliminators such as Armadillo, ASProtect etc.However, faster internet access, has proven the killer of the scheme, as software tend to rely more and more on the server side, and user is expected to pay a subscription. The turning point towards this end, for me was the switch of Adobe software to the subscription-based server-based scheme.
2. The necessity for approaching mainstream protection schemes based on team effort, rather than just as individuals.
The complexity, time, and the learning curve involved in tackling cutting-edge protection schemes, means the end of the "lonesome wolf" era, where a single reverser was able to single-handedly take down a serious protection scheme.
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Where do you think the future of software protections lies?
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Definitely on the subscription-type server-based protection scheme.