Sprinkle yeast over warm water. Add ¼ teaspoon sugar and stir to combine. Let sit for 5 minutes to allow mixture to bubble and expand.
In the bowl of a stand mixer fitted with a hook attachment, combine dissolved yeast mixture, buttermilk, eggs, salt, and remaining sugar. Once combined, add 3 cups of flour, one cup at a time. Continue to mix and knead until combined. Add butter in three additions. Add remaining 1 cup of flour. Knead until dough is smooth and cleans the sides of the bowl. If dough is too sticky, add flour one tablespoon at a time.
Transfer dough to a lightly greased bowl. Cover bowl with plastic wrap and let sit at room temperature for 60-90 minutes until dough has doubled in size.
Punch down dough. Transfer to a lightly floured surface. Roll dough into a 16x12-inch rectangle. Spread cooled strawberry filling evenly over the dough, leaving a ½-inch border around all sides.
Roll dough into a tight log, starting with the long side. It may get messy and some of the strawberry filling will try to escape. Slice log into 12 equal slices. Place slices in a parchment lined 13x9-inch baking sheet with sheet pan extenders.
Cover with plastic wrap and let the rolls rise for 45 minutes to 1 hour until rolls reach top of pan.
Meanwhile preheat oven to 350℉.
Remove plastic wrap. Pour optional heavy cream over puffy rolls. Bake rolls for 25-35 minutes until tops are golden brown and internal temperature hits 185 ℉.
Let rolls sit in pan for 5 minutes before running a knife or offset spatula around the edges to loosen from pan. Cool for another 10 minutes before spreading cream cheese on top. Serve warm.