Russell didn't deserve to win because he couldn't manage the jury well. Survivor is first a social game. Having a strong social game is much better than anything else! People say "strategic", but having a strong social game is one of the best strategies you can have. Natalie is undervalued due to the flashiness of Russell, but ultimately she connected with the jury and hid behind Russell - a very smart set of decisions that earned her the million.
No juries are the same, and you cannot expect a group of people to all be held to a set standard. Just because YOU want them to consider one thing doesn't mean they all will. Juries mostly vote on personal connections/likability first, with strategic merit as a secondary reason. And if you can be personal and slightly likable and back up your decisions well, you'll have it in the bank. It's about YOUR management of them, not the other way around. Russell could not manage them in Samoa and proved it again in HvV. He basically played the same game twice and yet 16 of 18 people didn't care for him or his "strategy". He's a pretty poor strategic player in my opinion, and not even close to the top 30.
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