Jill Brown sets ambitious goals for herself. For example, one summer she decided she would paddle across the country from Oregon to Florida. Along the way she faced physical dangers such as rapids, broken bones and rattlesnakes, but also deep personal challenges such as hunger and loneliness. Just when Jill was at her limit, a chance encounter changed the path of her journey.

We also speak to Dr. Cratissa Schley, a clinical psychologist at Deeply Rooted Psychological Services, about why people help others in crisis situations. Dr. Schley explores why a stranger would go above and beyond in helping someone they didn’t know — not just offering shelter but also becoming a trusted confidant — and provides suggestions about how anyone can mentally prepare ahead of time for a trip and overcome challenges on the road.