In the early chapter (1 or 2?) Alex swore to Louise that he will regress over and over and over again and be a perfect husband for her. That's probably the first time he used his mana. So, the system saying the og Alex drifting to another world must've been a done deal after receiving this "reward." Alex is an intellectual (book smart), so he probably devised this system after countless rebirths. And since he went to another world, and one of the worlds were 21st century Earth (presumably), he probably know about games, AI, and the likes. He didn't know if his name Ian was given by his parents (meaning he probably doesn't know his parents in that other world or he doesn't have any because he apparently transported himself into that world so he could learn various things. Judging by how the system made him do things that could aide him in this life rerun (or continuation), he probably programmed it that way for the sake of his promise. The downside was he couldn't remember it all. (But, just like any other Isekai story, this could be a story where he made himself regress so he could correct everything.) One proof, he didn't like women in the apocalyptic world. But he didn't dislike Louise.
In the early chapter (1 or 2?) Alex swore to Louise that he will regress over and over and over again and be a perfect husband for her. That's probably the first time he used his mana. So, the system saying the og Alex drifting to another world must've been a done deal after receiving this "reward." Alex is an intellectual (book smart), so he probably devised this system after countless rebirths. And since he went to another world, and one of the worlds were 21st century Earth (presumably), he probably know about games, AI, and the likes. He didn't know if his name Ian was given by his parents (meaning he probably doesn't know his parents in that other world or he doesn't have any because he apparently transported himself into that world so he could learn various things. Judging by how the system made him do things that could aide him in this life rerun (or continuation), he probably programmed it that way for the sake of his promise. The downside was he couldn't remember it all.
(But, just like any other Isekai story, this could be a story where he made himself regress so he could correct everything.)
One proof, he didn't like women in the apocalyptic world. But he didn't dislike Louise.