If you had a chance to battle Ash from the series in a full battle. Which of his Pokemon would you want to battle against? This can be any 6 of his Pokemon past and present from Kanto to Unova and everything else he's captured in between.
Not to over-complicate things but if you wanted to you could also mention which "Ash" you'd like to battle in terms of personality. Would you battle his Kanto persona or maybe you'd like to tangle with the Hoenn or Sinnoh Ash that we've seen?
Also, if you want to include the 6 Pokemon you'd use and strategies you'd put into play that would be great also! Let's have some real fun with this one!!!
For me I'd want to battle:
The reason I added Krookodile instead of something like Heracross or Infernape is because out of all his BW Pokemon, it is the only one (aside from Snivy or maybe Pignite) that I actually think is a great Pokemon that has a balanced move-set, good offensive/defensive tactics, isn't overpowered and has believable development throughout the series making it an excellent powerhouse for Ash's Unova crew.
I'd use from my White 2 Game (so far that has given me a great variety of Pokemon from all the generations):
Personally I'd like to battle the Ash we saw in Sinnoh because there we got to see some really innovative tactics like Counter Shield and combo attacks like Pikachu's Volt Tail or to go back to his Hoenn style moves like Swellow combining its Double Team, Quick Attack and Aerial Ace for speedy maneuvers.