I tried the other guides posted here and was unsuccessful. I felt like I was wasting time trying to get lucky and hope that my coach was chosen for the Jack Adams.
I found this guide, got it first try. Lots of other people reporting that they got it first try too. Shoutout to Kiccic from the PSN Profiles community for posting it ( https://forum.psnprofiles.com/topic/79303-any-tips-for-coach...
1. Use 11.10.2019 rosters. [October 10th, 2019]
2. New franchise
3. Pick Buffalo Sabres
4. Move your team with other week teams to Pacific division. (I put Senators in Meteopolitian div. With all good Teams, just in case:) )
5. Waivers on, cap space on, couch edit lines on, Owner mode off, Morale off, cpu trades off, all notifications off, injury off...
6. Do nothing with your staff, just sim entire season. If lucky, and you are in top3, in your division, you will get Jack. Adams trophy.
Hope it brings you success!