MLB The Show 24

Not too bad to deal with. Make sure to set the difficulty to Beginner and change the sliders to anything that would help with baserunning, like CPU pickoffs at low, Fielding Errors for Infield at max, Throwing Errors Infield at max, Fielder Arm Strength at minimum, Baserunner Speed, Steal Ability and Steal Frequency at max.

Now, what I did was play as the Phillies as the away team against the Double A Birmingham Barons and pick Nicholas Padilla as the opponent starter since his stats aren't great. Make sure to also switch Trea Turner to the leadoff spot, since his speed is insane. Once you get up to bat, hit a single (it may take a few tries since you may accidentally hit a homer or hit right to the fielder's glove). Once you're on base, hold and wait for the moment the pitcher starts his windup, it should hopefully work out. If you stole the base, do the same during the next pitch, and if you reach third base fine, awesome! Kyle Schwarber should be in your second spot, and he can pretty easily hit a homer (at least on this difficulty), which should score Trea and get you the achievement!

There is still a little luck involved (and timing), but it shouldn't be too hard to pull off.