Win everything in Manager mode with any team
Pick a team, then start your career. Save your game. Choose "Next Match", then "Quick Sim". If you win the match, save your progress. If you lose a match, return to the main menu and load your career again. You can have as many chances as you want against a team, as the outcome is random every time. Make sure to save your progress after every win, in case you lose unexpectedly.