In a small bowl, add in the yeast, warm water, and the 1 teaspoon of sugar. Let it sit for 5 to 10 minutes until foamy.
In a medium saucepan, add in the butter and milk. Place over medium heat until bubbles form around the edges of the pan and the butter is completely melted.
Add the yeast mixture and milk mixture into a stand mixer bowl fitted with a dough hook.
Add the remaining sugar and whisk to combine.
Add in 5 cups of bread flour and knead until the dough pulls away from the sides of the bowl and forms a smooth ball of dough.
Drizzle the vegetable oil on top of the dough. Roll the dough in the bowl until it's completely coated with vegetable oil.
Cover with a tea towel and place into a warm place to rise. I like to set my oven to 200 degrees and sit the bowl in the back center of the stovetop.
Once the dough has doubled, punch it down.
Preheat the oven to 350 degrees. Spray your bundt pan with nonstick cooking spray. Set aside and make the topping to go into the bundt pan.
Topping
In a medium saucepan over medium heat, add in the butter and brown sugar. Let the butter melt while stirring occasionally.
Once the butter is melted, pour the topping into the prepared bundt pan.
Coating
In a medium bowl, add the sugar and ground cinnamon. Stir to combine. Set aside.
Assemble
Dust a clean work surface with ¼ cup of flour.
Roll the dough out to a 1-inch thickness.
Cut the dough into 1-inch squares. They don't need to be perfect!
Roll the 1-inch squares in the cinnamon and sugar. I usually do about 15 pieces at a time.
Add the cinnamon and sugar-coated dough into the bundt pan.
Once the dough is all coated and placed into the bundt pan, cover with a tea towel and let rise for 30 minutes.
Place into the preheated oven and bake for 50 minutes. If the dough gets too brown on top, loosely place a piece of tin foil on top of the dough.
Remove from the oven and let rest for no longer than 5 minutes.
Place a platter with a lifted edge on top of the bundt pan and flip it so the platter is sitting on the counter.
Work the monkey bread out of the pan by first lifting one side of the pan and then the other side.