To unlock these three achievements will take 4 - 6 hours. This requires no playing, and all simming.
Start a created connected careers coach for the Packers. LEAVE ALL THE SETTINGS ON DEFAULT! Sim the Pre-season games and then save. Then, sim each game and save after you win. If you lose, exit out and reload your save. Keep doing this and make sure you win each game including the playoffs. Rinse and repeat, sim the offseason and then do the same for the regular season and post season. Once you reach 100 wins, which should take about 5 seasons, you will get the "All Madden" achievement. To pass the Legacy score of Vince Lombardi, you need to pass the score of 16,100. Once you unlock this achievement, you should have enough Legacy score to unlock this one. Then simply retire by going into the "more" tab on the top of your screen. This will unlock the "Hall Of Famer" achievement.