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As operating systems have evolved, they have taken steps to separate programs/application files (that you presumably shouldn't touch) from "user data" such as saved games and custom files. For transparency, here is a breakdown of what files get installed where during an OOTP installation!
Program Files
Program or application files - those that are used to run the program, and should not be touched by users - are installed in the following directories:
| OS | Install Type | Program File Location |
| Windows 10 | Default | Program Files (x86)/Out of the Park Developments/OOTP Baseball |
| Windows 10 | Custom | The directory you chose during installation |
| Windows 8 | Default | Program Files (x86)/Out of the Park Developments/OOTP Baseball |
| Windows 8 | Custom | The directory you chose during installation |
| Windows 7 | Default | Program Files (x86)/Out of the Park Developments/OOTP Baseball |
| Windows 7 | Custom | The directory you chose during installation |
| Windows Vista | Default | Program Files/Out of the Park Developments/OOTP Baseball |
| Windows Vista | Custom | The directory you chose during installation |
| Macintosh | Default | Applications/Out of the Park Developments/OOTP Baseball |
| Macintosh | Custom | The directory you chose during installation |
| Linux | Default | The directory that the install file resided in at the time of installation. This can be any directory that you placed the installer into after downloading it. |
| Linux | Custom | The directory you chose during installation |
User Data Files
User data files - those that are custom to the user, or can be customized - are installed in the following directories:
| OS | Install Type | User Data Location |
| Windows 10 | Default | Documents/Out of the Park Developments/OOTP Baseball |
| Windows 10 | Custom | The directory you chose during installation |
| Windows 8 | Default | Documents/Out of the Park Developments/OOTP Baseball |
| Windows 8 | Custom | The directory you chose during installation |
| Windows 7 | Default | Documents/Out of the Park Developments/OOTP Baseball |
| Windows 7 | Custom | The directory you chose during installation |
| Windows Vista | Default | ? |
| Windows Vista | Custom | The directory you chose during installation |
| Windows XP | Default | My Documents/Out of the Park Developments/OOTP Baseball |
| Windows XP | Custom | The directory you chose during installation |
| Macintosh | Default | Documents/Out of the Park Developments/OOTP Baseball |
| Macintosh | Custom | The directory you chose during installation |
| Linux | Default | /home/(user name)/.Out of the Park Developments/OOTP Baseball/custdata |
| Linux | Custom | The directory you chose during installation |
Configuration Files
OOTP also has a few special configuration files that aren't required for normal usage of the game. These are placed in the following directory, which is hidden by default on all operating systems:
| OS | Install Type | Config File Location |
| Windows 10 | Any | Users(username)AppData/Roaming/Out of the Park Developments/OOTP Baseball/config |
| Windows 8 | Any | Users(username)AppData/Roaming/Out of the Park Developments/OOTP Baseball/config |
| Windows 7 | Any | Users(username)AppData/Roaming/Out of the Park Developments/OOTP Baseball/config |
| Windows Vista | Any | Users(username)AppData/Roaming/Out of the Park Developments/OOTP Baseball |
| Macintosh | Any | ~/.Out of the Park Developments/OOTP Baseball/config |
| Linux | Any | /home/(user name)/.Out of the Park Developments/OOTP Baseball/data/config/ |