Preheat the oven to 350°F (175°C). Line two baking sheets with parchment paper.
In a medium bowl, whisk together the all-purpose flour, baking soda, fine salt, and ground cinnamon until evenly combined, about 20 seconds.
In a large bowl, beat the softened unsalted butter, brown sugar, and granulated sugar on medium speed until light and fluffy, 2–3 minutes.
Beat in the eggs one at a time until incorporated, about 30 seconds each, then mix in the vanilla extract for 10 seconds.
Add the flour mixture to the butter mixture and mix on low just until no dry streaks remain, 20–30 seconds; scrape the bowl as needed.
Fold in the old-fashioned rolled oats and raisins until evenly distributed and the dough is cohesive, 30–45 seconds.
Scoop 2-tablespoon portions of dough onto the prepared sheets, spacing about 2 inches apart; bake one sheet at a time until the edges are golden and the centers are just set, 11–13 minutes.
Let cookies cool on the sheet for 5 minutes, then transfer to a wire rack to cool until warm or room temperature, 10–15 minutes.