As i´m your dynasty thread i can tell you:
1) stacking the team as you did it doesn´t guarantee cups, which you already learned in season 2
2) The Pietrangelo deal isn´t thaaaat bad as the cap is
STATIC and therefore if players would demand real life (like Nylander living in Fantasyland and demanding around 8mil per anum) salaries, every team woluld hit a cap crunch within 2 seasons
3) If your current roster players develop relatively normal, there´s no chance to keep it together in the next 2-3 years - during intensive Beta testing none of Provorov, Barkov, Laine, Rabtanen signed below 7-8 mil/y in their prime
A good trade engine is also one the major points for myself but 3/10 is too low. Compared to the earlier iterations of the game i´d give FHM5 a 5-6/10.
It still has a long way to go regarding trade AI, contracts, retaining salary, etc. but they´re on a good way imho.