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Cloud's statements in this scene are based on Sephiroth convincing him that there is another Cloud out there somewhere who actually grew up in Nibelheim with Tifa. Tifa had been trying to convince Cloud that he was the real Cloud, but he no longer believes her. Seeing her in a mental breakdown, Cloud unsympathetically apologizes for not living up to the real Cloud and coolly wishes her luck in finding "the real Cloud." In essence, Cloud, in the state of mind he was in, does not really care if Tifa ever meets the real Cloud, but rather uses his statement almost as rhetoric to try an convince him that another cloud exists and to make his apology seem sincere, even as he abandons and betrays her.
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Unsympathetically?
Coolly? Does not Care?
Sir, you're talking out of your ass and I feel no hesitation in saying it. Seriously, what makes you think that at this moment, with Cloud apologies for what he's done to everyone, Cloud would be such an insufferable jackass as to act in the way you describe. Are you just that smurfing desperate to refuse to admit that the game itself showed him expressing concern and sympathy to Tifa's emotions? Are you just that adamant about shipping him pink?
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Also, while Cloud is not in the persona of his true self at the beginning of the game (but rather a mix of Zack and Tifa's memories of him), he still is, you know, self-aware as a human being and continues to build upon his experiences and gain memories. This is evident in the fact that as the game goes on, even way before the lifestream scene, Cloud becomes less and less the cocky mercenary jerk (Zack) he had been when he had just awakened form Mako poisoning. This is why we do not notice a stark contrast between Cloud's personality at the beginning of disk two and his personality at the end of disk two; He had gradually become more and more like the real Cloud on his own, with the only exception being his frequent mental breakdowns. This is why Aeris is eventually able to sense the 'real Cloud within' on the Aeris date ("No, but you're different") and differentiate him from Zack. So when he remembers his motivations of the past (wanting to join SOLDIER to impress Tifa), it doesn't mean that he automatically throws away all the more recent (and in my opinion, more relevent and timely) motivations and memories which compells him in the present (Save planet, defeat Sephiroth) even though they were developed in a time where he was not completely himself on the surface. Also, this is why his earlier crush on Tifa may not have necessarily transferred over to the present as affection.
You're saying a lot of nothing here, and shot yourself in the foot, too. You've admitted that As Cloud goes on, and is reminded of things LIKE his promise and regains various memories, he becomes more and more like himself, more sympathetic, more kind, etc. And then you say that he is the biggest jackass in the world at the tail end of all this. So let's look back- Cloud, not quite himself, does not have access to his memories, acts a bit of an asshole. Tifa reminds him of the promise, and he suddenly becomes a lot nicer to people. Time goes on, his shell cracks, his memories return, he's nicer to people. Why then wouldn't his crush also return either now or at some point? Why would he act like a Jackass to Tifa while apologizing to Red or Barrett at the same time? Is he being unsympathetic and cool to them too?