Heat the olive oil in a large pot over medium-high heat. Add the chopped uncooked sausage and cook until crumbly, browned, and no longer pink, 10 to 15 minutes.
Reduce the heat to low. Add onion, garlic, salt, pepper, and red pepper flakes to the pot and cook until onion is translucent. Set aside.
In the same pot, add potato and bacon. Slowly add the chicken broth and water and stir occasionally. Bring to a boil over high heat and boil until fork tender, about 20 minutes.
Reduce the heat to medium and add the cooked sausage mixture and your kale. Cook for about 5 minutes, simmering slightly. Remove from the heat, check for taste and then serve.