MLB The Show 21

From the main menu, select the March to October game mode.
Select one of the teams from the Favorites section (left side of the screen); I personally picked the Los Angeles Dodgers since they have a great team all around for pitching and hitting.
For the difficulty, select either Beginner or Rookie. (I don't rememeber which one I picked, but it was between these 2)

Throughout the season (162 games), there will be multiple "Key Moments" where it will give you a challenge to do in-game such as, finishing a no-hitter, perform well with a certain player, win a game, etc. If you complete or fail the Key Moment; 3 things will happen. If you complete it successfully, your player will receive a boost for the rest of the season, or you'll gain momentum for your team which will help you win games that you're not playing. If you fail a Key Moment, you'll receive a cold streak which will make games that you aren't playing a little harder to win (they usually give you a easier Key Moment where you can get your momentum back up after a few games!).

Since I picked the Los Angeles Dodgers, I had little to no trouble making the playoffs because I came out on top of my division with 102 wins! I still lost multiple games that I played just because I struggle with the timing for hitting.

NOTE: If your team did not do good enough to make the playoffs, you'll not get this achievement and will have to restart the March to October mode from the start again, because you'll need to make the playoffs for this achievement and the World Series achievement also

Once you're in the playoffs (after the regular season of 162 games), the first series will be a Best of 5 series. Each game will be a Key Moment where you just need to win the game/s. After you win 3 out of the 5 games to advance, you'll get the achievement a little after you see the "success" from the Key Moment or once you're in the playoff bracket.

If you vote negative or if there are any things that I missed or I should add, leave them in the comments, and I'll update the guide!


Update 1- According to Riskonix; if you're about to lose, you can close your game and it'll restart that game for you from the beginning. (To close the game; press on controller, press on MLB The Show 21, go down to quit. Then launch the game back up)

Update 2- According to Deeeco; there might/might not be issues using the "Close your game" method. Deeeco said that it was after 3 or 4 quits from people on Reddit; that their save was getting corrupted/not getting rewards.
So I recommend doing it only during the playoffs if you need to.