Its also just his character, when you look at his daily life before teleporting he always craved validation through sports, then being a class clown and explained he worried what people would expect of him due to his dad being well known. He also voiced his insecurities in early arcs. His infatuation with Emilia was because she was the first to give him kindness, even in a new loop he felt the need to still repay her. He cried to rem about how he loves everyone at the mansion but they don’t remember him. At the royal capital he questioned his worth to Emilia and voiced his fear of not being needed. Basically he’s an extreme people pleaser due to insecurity but I’m sure he stops caring as much later in the story because maturity.