For me, I started a Be A Pro career as a center in the Pros and chose the Blackhawks (roster was already added with the greats from the league using a customized roster I set up before hand).
I set it to 3 minutes - rookie mode - simming penalty off - Playoff single game knockout (you can do best of 7 if you want, I did single knockout just so I could quickly get the Win the Cup achievement in my first year). I selected auto-train by coach and dismissed all the weekly attribute memo ONCE I got into the season not a the main option set-up screen not sure if this made a difference.
I played all of the pre-season game (start to finish - takes like 10 minutes a game) to make sure I made the roster (sliders in my favor - getting about 10-15 points a game). I kept playing out games until about the 9th regular season game, this way I had about 100 points to guarantee me an individual trophy and was on the 2nd line (which they promoted me to 1st line after it simmed pasted the 13th game).
After that it was more sim time. They moved me from 1st line to 2nd to 3rd to 4th and back up again. In my sims I never got demoted to AHL. I simmed up to until about April 15 each year, saved and then simmed/saved game by game in the playoffs to make sure I won the cup each year if my team lost I backed out and tried simming the game again (with a jacked line-up of players this was very easy to win frequently). Also I just kept signing with the Blackhawks to make sure I had a team that would get me to the cup every year.
I had to sim until about the 2023 offseason (winning the cup every year) to hit a 90 overall, getting about +2/+3 attributes every year.
Once you start simming it will take around 2-3 hours, so if you have all the reminders on dismiss you can just hit A every once in a while you watch TV to dismiss all the line movement memos and keep simming through the season.