Hi yardenaE,
1) I suggest you try create a view filter by "Value set by View shortcode attribute",
See the document "Controlling the filter with shortcode attributes"
http://wp-types.com/documentation/user-guides/passing-arguments-to-views/
Then you can put above view into your content, For example:
[wpv-view name="my view name" year="2008"]
2) Are you same view inside views "Winner of Year"?
Could you duplicate same problem in our discover-wp.com, where we can work together,
How and why to create a test site in Discover-WP
http://wp-types.com/faq/how-and-why-to-create-a-test-site-in-discover-wp/