In or out of water?

---L.

Whatever terrain they can respectively bring the battle to.

The key question!

Octopi can maneuver on dry land, though. As long as the octopus is big enough to get a good hold on the raven, I vote octopus.

Neither.

Assuming average adult size and whatever terrain the combatants can manage? Octopus wins. Peck and rip and claw all you can, my fine feathered friend, because once Octopus gets a tentacle or two around you, you're going in the drink.

(But if we're assuming equal mass between Raven & Octopus, I think Raven will win the day. Free tako!)
(And if we're assuming Raven and Octopus are wearing human skins? Call it a draw; Octo's hard to evade, but Raven cheats.)

Nice analysis!

~picks up the shiny song and pockets it~
Good find!

Love metric! :)

OK....ravens can use tools to fashion other tools....octopi can fit in funny shaped spaces.

I'm going with the ravens because they have a shot at figuring out how to stopper up the coke bottle once the octopus is hiding in it.

Octopus! So long as it's wearing a decent water suit to keep it nicely moist. And bio-engineered with wings.