In a bowl of a stand mixer fitted with a dough hook, add the yeast, milk, and one tablespoon of sugar. Let it sit for 5 minutes and become foamy.
Add the remaining sugar, flour, cocoa powder, cinnamon, orange zest, vanilla, salt, and egg. Turn the mixer on medium and combine until it forms a thick but slightly sticky dough. Add in the room temperature butter and keep mixing until the butter has been incorporated.
Keep it mixing until the sticky dough strengthens, comes together, and pulls away cleanly from the sides of the bowl. This can take around 15 minutes. Proper gluten development will allow you to stretch the dough so thin you can almost see through it.
Pull the dough out of the bowl onto a clean workbench and flatten it. Add in the chocolate chips and gently work them into the dough.
Form the dough into a ball. Place the dough ball into a clean bowl, cover it with a lid or plate or a damp tea towel, and let it in a warm spot for 1.5- 2 hours until doubled in size. If making overnight orange chocolate hot cross buns, the dough can be covered tightly with plastic wrap and placed in the refrigerator overnight to rise slowly.