Placeholders in physical documents provide critical support for the human reader in relocating material and their place in the text. However, the equivalent tools in digital documents have long been identified as suffering from unintuitive interactions and low rates of use. This paper evaluates the current bookmarking technologies found in digital document readers, and identifies a number of specific and significant shortcomings in their support for user activity. We introduce some simple interactions that close the gap between user requirements and the placeholder support in a simple document reader program. Through this, we demonstrate that improved interactions can be created that reduce the barriers that inhibit placeholder use in digital documents.