Since it comes out much earlier and represents 5 flying power on its own, Dion is well-suited to turning your attacks into lethal ones
You'll need the basic Pokmon in play before you can evolve it into Excadrill
I think that if you want to try to get them with Drown in Sorrow on the play that its doable, but I also think this matchup plays out vastly differently on the draw than on the play, and that you should sideboard between games depending on who will have the first action
Knowing that Skiddo has a high retreat cost and not the greatest of moves, if you choose to use this entire line in your grass type deck, I would suggest evolving Skiddo into Gogoat on the bench and not putting Gogoat into the active Pokemon spot until you get three energy cards on it, then I would use Charge Dash every single turn, only doing 20 more damage when I would knock the Pokemon out
It even seems like there might be a space for Abaddon the Despoiler in higher power Commander tables
Moving the counters is great if you have Hardened Scales on the board