How is the term “underdog” typically defined? Why are underdog stories popular choices among readers and film audiences? What stylistic and/or narrative elements characterize this genre? How are these elements used in The Underdogs to advance character development?

Review Will’s two letters. What do these snapshots of first-person perspective show the reader about Will that they may not glean from the rest of the narrative? How does the second letter illustrate the character development that Will experienced after he wrote the first letter?

What facets of Will’s character are revealed through his relationships with different characters, especially with his father, Tim, Hannah, and Kendrick? How do each of these people shape Will’s eventual emergence as a leader? What leadership lessons does he take away from his interactions with them?