Comparing new media to older media can help identify fundamental uses and perceived effects of communication technology. This study analyzes one soldier’s milblog (military blog) and one Civil War soldier’s letters and diaries to understand how milblogs compare to older forms of soldier correspondence. Despite the overt distinction in technical systems utilized, this analysis demonstrated that the communications through the milblog and letters/diaries share tremendous similarities. In composing their correspondence through these distinct media, each soldier maintained similar anxieties over technological affordances, perceptions of their audience, and motivations for corresponding. Though there were certainly differences in style and content, little that was done or accomplished via the milblog was without direct precedent in the Civil War letters and diaries.