The first most memorable moment of Boss Tweed's career occured in Week 1 of Season 1. This was the first regular season home game in Yeti franchise history, but it was also the first start of Tweed's NSFL career. During the Season 1 preseason, Tweed did not record any carries as Luke Tiernan and Kieran O'Connell both started ahead of him. However, the Yeti management was impressed by Tweed's strong work ethic during the preseason and wanted to reward him with some playing time. In that first start, Tweed recorded 93 yards and a touchdown on 20 carries, averaging 4.6 yards per carry. Tweed was recognized as the offensive player of the game as the Yeti beat the Hawks 23-20 for the first win in franchise history. After a strong debut performance, Tweed was no longer a bench player and the Yeti ultimately adopted a 3 running back system for the rest of Season 1. The second most memorable moment of Tweed's career occurred in the Season 1 NSFC championship game. Despite playing at home, the Yeti were considered underdogs as many analysts believed the Wraiths were hitting their stride at the end of the season after going 5-2 in the second half of the season while the Yeti appeared to be falling apart as they finished the season 2-5 after a 6-1 start. However, the Yeti went on to shock the doubters as they won 13-6. Tweed finished the game with 73 yards on 17 carries, averaging 4.3 yards per carry. This wasn't the most impressive game of his career, but it set the single game playoff rushing yards record for Season 1. Tweed performed well when the stakes were high, and it allowed the Yeti to become the first ever winners of the Glacies Trophy. The third most memorable moment of Tweed's career actually occurred during a loss in Week 1 of Season 2. During Season 1, the Yeti ran a backfield by committee, but they named Tweed as the sole lead running back entering Season 2 as Tiernan switched to the linebacker position and Tweed overtook O'Connell in training during the off-season. With this new role, there was new pressure on Tweed to prove himself worthy of a leading role in the rushing game. Despite opening the season on the road in Yellowknife, Tweed had the best game of his career. He ran for 125 yards and a touchdown on 27 carries, averaging 4.6 yards per carry. This set a single game rushing yards record that was broken later in Season 2, however it took Mackworthy 11 more carries to surpass Tweed's single game record. Tweed's performance was a rare combination of volume and efficiency from a running back and may be the best single game performance by any running back. While the Yeti ultimately lost that gamme 27-17, Tweed made a name for himself as one of the top running backs in the league with his big single game performance in his first start as a lead back.

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