Trying to Make It is R. V. Gundur's journey from the US-Mexico border to America's heartland, from America's prisons to its streets, in search of the true story of the drug trade and the people who participate in it. The book begins in the Paso del Norte area, encompassing the sister cities of Ciudad Juárez and El Paso, which has been in the public eye as calls for securing the border persist. From there, it moves on to Phoenix, which was infamously associated with the drug trade through a series of kidnappings. Finally, the book goes on to Chicago, which has been a lightning rod of criticism for its gangs and violence.
Gundur highlights the similarities and differences that exist in the American drug trade within the three sites and how they relate to current drug trade narratives in the US. At each stop, the listener is transported to the city's historical and contemporary contexts of the drug trade and introduced to the individuals who have lived them. Drug retailers, street and prison gang members, wholesalers, and the law enforcement personnel who try to stop them offer listeners a comprehensive look at how various illicit enterprises work together to supply the drugs that American users demand.