Help with VLOOKUP, PLEASE!!!

[nander]

I have an flyer quiz incentive program that works like this.
$10 per participant per month in a monthly pool
$10 per participant per quarter in a quarterly pool.
$10 if someone gets a perfect score (if 2 people get a perfect score they split the monthly pot and the $10.)
The quarterly pot goes to the employee(s) with the highest quarterly score.
Each month there's a prize for the highest monthly score and each quarter ther's an additional prize for the highest quarterly prize. For example, if I had 3 employees each month participate, the monthly prize would be $30. ($10X3), the quarterly prize would be $90 ($10x3x3).

I'd like some help organizing the data in the worksheet. I've attached the spreadsheet. What I'd like to do is use VLOOKUP in the Winner range looking at the scores in the TEST SCORE range using the criteria above. If an employee does not participate the Pot decreases. I'd like the Winner appear with the amount he will receive. If there is a tie the amounts are split among the winner(s). Thanks