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I used-to always play historical, and can still enjoy that mode, but about 3 years ago I did a modern MLB Start for the first time, and now it is the mode I enjoy the most; around the same time, I also nixed the Stars, and set the trade AI to very difficult / favor prospects, and at this point, I would be hard pressed to want to play another way. I also add-in the ***, KBO, Mexican league, and the WBC, and that is my game.
For me, starting with current MLB and then working into a gradually more unknowable baseball universe I find more challenging and interesting. Dyzalot is right, it forces you to focus on things like the draft, scouting and player development. It also allows me to form connections with the fictional players a bit easier as they are introduced into the world more gradually, and I can focus on them as they begin to interact with the sim, and play with / against current players. I’ve also found that the game connects me even more to current baseball news, and the draft (at least early-on); as the sim progresses it is also interesting to see what the real-life counterparts are doing. Of course, then there is the OOTP challenge of building that team over the next 10 / 15+ years; there is a bit of a RPG element to it as well, because I am taking a real franchise, with all of its strength and issues, and seeing what I can do to improve it.
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