Mix together cookie crumbs and melted butter. Press mixture into the bottom of a 9-inch springform pan.
In a large mixing bowl, beat Norman's Kosher Cholov Yisroel Cream Cheese and sugar together until smooth. Beat in eggs one at a time. Stir in olive oil, lemon juice, vanilla extract, and salt.
Pour mixture into prepared crust. Bake until center is just set, about 45-50 minutes.
Cool cheesecake completely on a wire rack. Cover and refrigerate for at least 2 hours or overnight.
In a saucepan over medium heat, combine pineapple and rum. Simmer until pineapple is soft and rum is reduced by half, about 10-15 minutes.
Top chilled cheesecake with pineapple mixture and serve.