What’s your scoring format?
I’m weary of Gaskin, but such a late pick it’s not a bad choice. But let’s just say he’s out of consideration, because you have good value on the other picks. In my keeper league, Montgomery is looking like a second round pick because of the ADP bump from kept players. If yours is like that, 5th round is a great spot to keep him. Especially in non-PPR. Kelce is a great PPR pick. You’re getting the top TE 4-6 picks later than he’d likely go, and that difference in the first round can be huge. You’re picking at the turn, so you’d have Kelce plus your choice of the best remaining WR or RB. You’d probably go RB since you have AJ, and as long as someone like Mixon, Harris, or Gibson is available (maybe Ekeler or Jones if you’re really lucky), that’s a really good start in my book.