What were the benefits and challenges to sharing the work?

Please answer at least one of the questions below.

1. Have you ever worked on a documentation project with another writer (or, any project that dealt with collaborating with other students/coworkers)? What were the benefits and challenges to sharing the work? What are some tips you can share to successfully collaborate with other departments and writers?
2. If you work in an Agile environment, how is documentation incorporated in the planning/sprints?