In a medium bowl, whisk together the instant pudding mix, cold milk, and vanilla extract until thickened (approx 2 mins). Refrigerate while preparing the next step.

In a separate cold bowl, whip 1 cup of heavy whipping cream until stiff peaks form.

Gently fold the whipped cream into the thickened pudding mixture until combined and smooth. This creates a light diplomat cream.

Slice the entire package of Hawaiian rolls in half horizontally, keeping the rolls connected. Remove the top slab.

Spread the cream filling evenly over the bottom layer of rolls. Place the top slab of rolls back on top.

To make the ganache, heat 1/2 cup heavy cream in a microwave-safe bowl until hot/steaming (about 45-60 seconds). Pour over the chocolate chips.

Let the chocolate sit for 3 minutes, then whisk until smooth and glossy.

Pour the chocolate ganache over the top of the rolls, spreading evenly with a spatula.

Refrigerate for at least 30 minutes to let the filling and chocolate set.

Dust with powdered sugar before serving and slice into individual sliders.