From a baseball perspective there's no right answer to this and it would be tough to make a decision without more facts. Loading the bases is about infield alignment and reducing the inherent risk on a given play. You significantly lower the chances on something going wrong when 5 (1st, 2nd, SS, 3rd, Catcher) of your 8 primary defensive players (taking the pitcher out of the equation here) are in the position to make an unassisted putout on any ball that comes to them (outfielders can only do so on flyballs), especially on the left side of the infield. Additionally, you no longer force the left side of the infield to have to come up with the ball cleanly, which again increase your odds of making the out.
The other critical factor would be who's on the bump. Do you have a runk-and-sink guy? A guy who rides high in the zone? Since you're trying to keep the ball in the infield because that's where you've increased your odds of making the out by the greatest margin, obviously the former is the ideal situation. An additional consideration is that if you're looking for that run-and-sink, you're talking about throwing 2-seamers, and 2-steamers for most pitchers are more difficult to control. 4 seams has a truer rotation which makes it more predictable, but because of the backspin on it's an easier pitch for the hitter to lift. So you're putting more pressure on the pitcher to hit spots with a pitch that he's less likely to have great command of.
And of course you have to consider the hitter. Is he a guy who swings up through the zone and gets a natural lift (first hitter that comes to mind is Daryl Strawberry since his swing was so exaggerated that way)? Is he a down through the zone guy that's that's more likely to put it in play on the ground (like an Ichiro)?
In terms of the outfield, if you load them up, you're looking to play the lines because if you get beat down the line the game is over for sure. Since there's 2 outs and the 1st basemen isn't going to be holding (again, trying to shut down the infield), the runner at first is likely to score on a ball to the ball in the gap as well (and you've made the gaps wider by playing the sidelines), but you at least have some semblance of a chance of catching the last runner at home where you just don't if you get beat into a corner.
Anyway, fun question, which is why baseball is such a great game. In the end, I wouldn't hesitate to load up in most circumstances. With respect to softball, I have no idea what the answer would be. Don't care much for softball and have played it relatively few times. My inclination based on experience is to say that not enough outs are made in the infield (it's just way too easy to get lift on a softball, though I suppose the other side of that argument is that it makes it that much easier to get someone to flyout) to make this is a worthwhile strategy. But you guys can argue about that.
The other critical factor would be who's on the bump. Do you have a runk-and-sink guy? A guy who rides high in the zone? Since you're trying to keep the ball in the infield because that's where you've increased your odds of making the out by the greatest margin, obviously the former is the ideal situation. An additional consideration is that if you're looking for that run-and-sink, you're talking about throwing 2-seamers, and 2-steamers for most pitchers are more difficult to control. 4 seams has a truer rotation which makes it more predictable, but because of the backspin on it's an easier pitch for the hitter to lift. So you're putting more pressure on the pitcher to hit spots with a pitch that he's less likely to have great command of.
And of course you have to consider the hitter. Is he a guy who swings up through the zone and gets a natural lift (first hitter that comes to mind is Daryl Strawberry since his swing was so exaggerated that way)? Is he a down through the zone guy that's that's more likely to put it in play on the ground (like an Ichiro)?
In terms of the outfield, if you load them up, you're looking to play the lines because if you get beat down the line the game is over for sure. Since there's 2 outs and the 1st basemen isn't going to be holding (again, trying to shut down the infield), the runner at first is likely to score on a ball to the ball in the gap as well (and you've made the gaps wider by playing the sidelines), but you at least have some semblance of a chance of catching the last runner at home where you just don't if you get beat into a corner.
Anyway, fun question, which is why baseball is such a great game. In the end, I wouldn't hesitate to load up in most circumstances. With respect to softball, I have no idea what the answer would be. Don't care much for softball and have played it relatively few times. My inclination based on experience is to say that not enough outs are made in the infield (it's just way too easy to get lift on a softball, though I suppose the other side of that argument is that it makes it that much easier to get someone to flyout) to make this is a worthwhile strategy. But you guys can argue about that.


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