Possible to get 99 overall player in HUT?

There is no 99 overall rated card, not Ovechkin, or Crosby. You need to apply consumables to the card to spike up their rating. Dale Weise has a training of 2, which means you can apply 2 consumable cards to his ratings. The best you can do is apply 2 Gold Skater +5 cards, which is essence will increase all of ratings by 10 points. So to answer your question, it is not possible for Dale Weise to get a 99. At best, I'm estimating that you can get him at about 91 or 92.