You got off completely on the wrong foot. He doesn't think he will adopt conservative positions of today but that he'll branded as conservative/alt-right/NRx/nazi/hitler in the future by those of purer faith(SJWs) as they shift the overton window even more left. A prime example being leftist liberals of gamergate being branded as an alt-right bastion for having problematic positions.
Scott belongs to the rationalist community, LessWrong, which already has been accused of having race realists in their midst. He is ripe for a struggle session.
Similarly, you yourself wouldn't 'become an american conservative with simpleton binary views', whatever the hell you mean by that, but you'll be branded as such a few years down the road, depending on how quick you're to adopt the prevailing 'progressive' fads and repent for your previous sins.
It's because the left operates under a 'no friends to right and no enemies to the left' model while those who are termed cuckservatives by the alt-right do the same. Well, that's why they're termed as such in the first place.
No, you are clueless. Which is why I had to explain it all above. I wouldn't have had to do that if you were really familiar with SSC or alt-right besides calling them racist/sexist/whateverist.