Make the Dough: Cream the butter, cream cheese, and sugar in a large bowl until light and fluffy (2–3 minutes). Beat in the egg, orange zest, and vanilla extract for another 2–3 minutes.
Add the Dry Ingredients: In a separate bowl, whisk together the flour and salt. Add to the wet mixture and stir just until combined. Cover and chill for about 4 hours.
Prepare the Filling: In a small saucepan, combine the chocolate chips, cream cheese, powdered sugar, and orange juice. Cook over low heat, stirring constantly until smooth and melted. Remove from heat and let cool completely.
Roll and Fill: Divide the chilled dough in half. On a lightly floured surface, roll each half into a 12x10-inch rectangle. Spread half the cooled chocolate filling evenly over each portion of dough.
Roll and Chill: Starting from the long edge, roll up each rectangle tightly like a jelly roll. Wrap each roll in wax paper and chill overnight to firm up the dough for clean slicing.
Slice and Bake: Preheat the oven to 375°F. Unwrap the rolls and slice into ¼-inch thick cookies. Place 2 inches apart on parchment-lined baking sheets. Bake for 8–10 minutes — the cookies should be set but not browned. Cool on the pan for a few minutes, then transfer to a wire rack.