First American pope elected and will be known as Pope Leo XIV

Prior to Francis, the last pope we had from a religious order (as opposed to a career diocesan) was Gregory XVI in 1831. Now we've had two religious popes in a row --- Francis, a Jesuit, and then Leo, an Augustinian.

Can you explain this like I'm 5?

You can (sort of) divide Catholic clergy into diocesan priests, who spend their careers managing the clerical hierarchy of a specific region, and religious-order priests, who belong to religious orders within the church --- the Jesuits, Franciscans, Augustinians, Dominicans, etc. The "religious" Clergy are thought to be in some sense less tied up in church politics.

and additionally each order has a "charisma", a specific focus and style, think pythonista vs crustacean vs C vs C++ vs Haskell longer vs lisper.

each order attracts it's own flock.

so now I need to check on Augustines... fun fact: Martin Luther was an Augustine monk.

You probably got auto-spellchecked, but it’s “charism,” without the a.