Throughout the 1980s and into the 1990s, DOS was everywhere. And despite being a 16-bit command line operating system, DOS was actually pretty good for the era. This presentation will look back at DOS in the 1980s and 1990s, and remind us why we started FreeDOS in 1994. We've continued working on FreeDOS since then. We released FreeDOS 1.2 in 2016, and are currently working on FreeDOS 1.3. DOS stopped being a moving target in 1995, but FreeDOS re-imagines what a "modern DOS" could look like in 2021. We'll also look at the current state of FreeDOS (FreeDOS 1.3), and what's coming up next (FreeDOS 2.0).