Content Warning: This section of the guide contains discussion of death and gender discrimination. 



Gather initial thoughts and broad opinions about the book.

1. How did you react to Strayed's decision to hike the PCT with no prior hiking experience? What does this choice reveal about her? Have you read other memoirs about transformative journeys, such as Elizabeth Gilbert’s Eat, Pray, Love?

2. How effective is Strayed’s technique of weaving past and present narratives throughout the memoir? How does this structure impact your understanding of her journey?

Encourage readers to connect the book’s themes and characters with their personal experiences.

1. Strayed encounters numerous strangers who show her kindness along the PCT. Which act of kindness resonated with you most, and why? Have you experienced similar meaningful encounters with strangers?

2. How do you relate to Strayed's process of grieving her mother? What does the memoir suggest about the different ways people handle profound loss?

3. The author describes several moments of fear and vulnerability on the trail. How do you handle feelings of vulnerability in challenging situations?

4. Consider the author's decision to change her surname to “Strayed.