Place butter and sugar in the bowl of a large stand mixer, fitted with a paddle attachment OR in a large mixing bowl with a wooden spoon. Mix on medium speed or by hand until creamy, about 2 minutes.
Add vanilla, flour, and salt to butter mixture and beat well until thick crumbs form. Use your hands to press the crumbs into a smooth ball. Divide dough into 12 portions and roll into smooth balls. Chill dough balls in refrigerator 2 hours or up to 6 days.
When ready to bake, preheat oven to 350F and line a large sheet pan with parchment paper. Place chilled dough balls 2 inches apart on sheet pan.
Bake cookies at 350F 11-15 minutes or until edges just start to turn golden-brown. Use your thumb or the back of a teaspoon to indent the center of each cookie while still warm. Fill each cookie with 1/2 teaspoon jam.
Cool cookies 10 minutes on baking sheet, then transfer to a wire cooling rack to cool completely. Dust cookies with powdered sugar before serving. Enjoy!
Notes
Storing InstructionsStore cookies in an airtight container at room temperature up to 4 days. Cookies may also be frozen up to 2 months.