This simple mission opens up following the completion of Fatherhood, for Idiots and Jim Milton Rides, Again? It serves as more of a backdrop for the story and to push it forward so it’ll be full of many cutscenes. Unfortunately, for the Gold Medal, you’ll need to be skipping these cutscenes. Consider replaying this mission for the Gold Medal so that you don’t miss out on the events.
The time requirement for the Gold itself is lenient so long as you dash to each marker. When you gain the choice of chores to undertake, opt for milking as it’s the nearest one to your location, opposite your position. Once you reach the cow, retrace the steps you took during Simple Pleasures to quickly fill a bucket.