The Pirates' handling of Konnor Griffin's extension has sparked debate, with many questioning their approach. With one of the best young players in baseball, the Pirates have a unique opportunity to secure his services. However, the question remains: should they offer a long-term extension? The answer is not straightforward, as it involves weighing the risks and rewards. The Pirates have a history of handing out extensions, but the current landscape of MLB contracts makes it challenging to offer Griffin a deal like that of the Braves' players. The Red Sox provide an interesting case study, as they've built a solid core of young players on long-term deals. However, the Pirates could buck this trend by signing Griffin to a long-term extension. The potential benefits of such a move are significant, but the risks are also high. The Pirates' window of contention is opening, and now is the time to take some risks. Konnor Griffin seems like a risk worth taking, but the question remains: will the Pirates make the right move?