Hi Jay,
By "playoffs" we mean our playoffs, which will run from March 2nd until April 12th (the last six weeks of the NHL regular season).
And the amount may not be exactly $300 for each. I think paypal takes a small percentage for transaction fees. However, it'll be more than $290 for each of those two prizes: regular season winner and playoff winner. Basically we'll split the pot evenly two ways, less whatever paypal takes for transaction fees.
Cheers,
Matt