The phrase "Very iconic and matched, and in his eighth year he led them up into the game" doesn't provide sufficient context to accurately identify the person or game being referred to. It appears to be a cryptic or ambiguous statement that lacks specific details.
If you can provide more information or context related to the person and the particular game, I would be happy to help unravel the mystery and provide a more detailed response. Whether it's a reference to a sports figure, a fictional character, or a specific event, additional details will enable me to offer a more accurate and insightful answer.