Booker T. Washington and W. E. B. DuBois were two of the most influential leaders in the African-American community during America’s Gilded Age. However, these two men had fundamentally different opinions on the steps African-Americans needed to take to overcome segregation and become equal members of society. This lesson provides scaffolding to help students analyze primary sources created by these men. Students will take what they have learned and decide what each man believed was the best way for African-Americans to succeed. The download includes lesson plan, hand outs (primary sources and guiding questions, a graphic organizer, and answer keys. This activity corresponds to Virginia SOL USII.4C and is appropriate for Middle School students.