Preheat oven to 350°F. Spray a 9 x 13-inch casserole dish with nonstick spray and set aside.
In a large skillet, heat 1 tablespoon olive oil over medium heat until shimmering.
Add 6 cups kale (stems removed and roughly chopped) and 2 garlic cloves (minced) to the skillet. Sauté, stirring occasionally, until the kale is wilted and tender, about 5–8 minutes. Remove from heat.
In a small bowl, stir together 1/4 cup ricotta cheese (fat-free) and 1/4 cup feta crumbles (fat-free) until combined.
Transfer the cooked kale to the prepared baking dish and spread into an even layer. Using the back of a spoon, make four small wells in the kale, spaced evenly.
Crack 4 large eggs, one into each well, keeping the yolks intact.
Drop the ricotta–feta mixture by spoonfuls around the eggs onto the kale, using all of the cheese mixture. Scatter 1/3 cup grape tomatoes (cut in half) over the dish.
Sprinkle 1/4 teaspoon ground black pepper and 1/2 teaspoon kosher salt evenly over the eggs, cheese, tomatoes, and kale.
Bake in the preheated oven for 20–25 minutes, until the egg whites are set and beginning to brown.
Remove from oven, let rest 1–2 minutes, then serve.