Preheat oven to 325°.
Using paper towels, dry short ribs, then cut into 4x4-inch pieces. Salt and pepper each piece and set aside.
Add 1 tablespoon olive oil to a Dutch oven on medium-low heat, coating its surface. Brown short ribs by cooking each side for 2 minutes, then set aside.
Add remaining olive oil, fennel, and onion, and cook 4 minutes, until onion is translucent. Add garlic and cook 30 seconds, until fragrant.
Pour in wine and quickly scrape off any bits on the bottom of the pan.
Add in beef broth, pears, sage, and short ribs. Bring to a simmer, cover, and place Dutch oven in oven for 2½-3 hours.
Remove and let rest 25 minutes.
Using tongs, remove short ribs and place in a large bowl until cool enough to handle.
Using your hands, pull the meat from the bones.
Scoop vegetables from the Dutch oven and add to short rib meat. Mix, add salt to taste, and let rest in the fridge overnight.