Oh please. There is nothing wrong with engaging world leaders, that is a large part of the job of US leaders and do not really remember anyone saying Obama was naive for it. Especially at the beginning. He earned that naive label over time.
Now, for mocking Romney, and not realizing Russia is an adversary in some places and at certain levels, yes. Obama in fact turned out be naive, in fact the 1980's would like their foreign relation strategy back. However, keep in mind all of the progress Reagan made in the 80's with Russia.
Time will tell if Trump is naive or not. He has a heck of a NSC, and if he listens to them, Trump/USA will be fine. As for posters here, all I keep hearing is about all of these agreements Trump naively led us into, but nobody can tell me what one of the agreements was, or what part of an agreement was, except that they will talk in the future.