Melt together the butter and olive oil in a large pot over medium heat.
Add the onion, thyme, and sage, cook until fragrant, about 5 minutes.
Whisk in the flour and cook until golden, about 1 minute, gradually whisk in the milk until smooth.
Add the broth, Lucky Dog Hard Cider, apple cider, and a large pinch each of salt and pepper.
Bring to a simmer, reduce the heat to medium and cook, uncovered, until the apple is tender, about 10 minutes.
Remove the soup from the stove.
Puree in a blender or use an immersion blender.
Return the soup to the stove and set over low heat.
Stir in the cheddar cheese and brie until melted and creamy.
Add the cayenne.
Ladle the soup into bowls and top with a little extra cheddar and fresh thyme.