I am one of the old users who likes to do my own research to learn how the game works. I like that this is a thing in Hattrick. Not everything should be mentioned in the rules. I also like the federations where you can have some real tight friendships. More than some friends call Hattrick a forum, with a soccer-game attached to it.
One of the best parts of Hattrick, for me, is the fact that you can somehow massively relate to a bunch of fictional players with fictional names and treat them like they're real world players.
My best Hattrick memory was when the city where I lived (L'Aquila, Italy) was hit by an earthquake. I received a lot of support, a lot of help, a lot of love. It was a very hard time and Hattrick was there, with its community, with me. I will never forget that.
I started playing Hattrick in the summer of 2002 when a friend, who I played "Fantasy Wrestling" with online, told me about Hattrick. I made many mistakes in the beginning. At that time there was no such thing as mentors or beginners' guides. So my very first club was bankrupt after only a few weeks. Luckily, I was able to restart with a new club shortly after that and then I did a lot better.
What I like about Hattrick is that there are not 248 925 784 skills that you have to pay attention to. I like that there are several (but not too many) tactics and that they all have weak points that other strategies can beat. I like that this is a slow game, it fits my private life. And that is probably also why I still find it interesting after almost fifteen years.
I would say the community is the strongest reason I have stayed in Hattrick for so long. The game too of course. After having trained my players and played in the French Division 2 for a while, I started focusing on training international players to help the Moroccan team. Today 80% of the defense of the Atlas Lions was trained by me!