My Base File (Windows).sublime-settings and Base File (OSX).sublime-settings contain font settings that aren’t being loaded.
Base File.sublime-settings loads as expected. Here’s my console log though I don’t think this would help.
Windows
startup, version: 2029 windows x64 channel: dev
executable: /C/Program Files/Sublime Text 2/sublime_text.exe
working dir: /C/Windows/system32
packages path: /C/Users/Steve/AppData/Roaming/Sublime Text 2/Packages
settings path: /C/Users/Steve/AppData/Roaming/Sublime Text 2/Settings
error parsing session: No data at: 0:0
PackageSetup not required
catalogue loaded
found 1 files for base name Default.sublime-theme
found 2 files for base name Default (Windows).sublime-keymap
found 1 files for base name Main.sublime-menu
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\comment.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\copy_path.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\delete_word.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\detect_indentation.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\duplicate_line.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\exec.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\find_under_expand.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\font.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\goto_line.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\indentation.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\kill_ring.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\mark.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\scroll.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\sort.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\swap_line.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\switch_file.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\transform.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\transpose.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\Default\trim_trailing_white_space.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\User\code_folding.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\User\find_python_imports.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\User\indent_guides.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\User\open_python_file.py
Reloading plugin C:\Users\Steve\AppData\Roaming\Sublime Text 2\Packages\User\sublimelint_plugin.py
loading bindings
theme loaded
app ready
loaded 918 snippets
OSX
startup, version: 2029 osx x32 channel: dev
executable: /Applications/Sublime Text 2.app/Contents/MacOS/Sublime Text 2
working dir: /
packages path: /Users/marksteve/Library/Application Support/Sublime Text 2/Packages
settings path: /Users/marksteve/Library/Application Support/Sublime Text 2/Settings
PackageSetup not required
error parsing session: No data at: 0:0
catalogue loaded
found 1 files for base name Default.sublime-theme
found 2 files for base name Default (OSX).sublime-keymap
found 1 files for base name Main.sublime-menu
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/comment.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/copy_path.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/delete_word.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/detect_indentation.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/duplicate_line.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/exec.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/find_under_expand.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/font.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/goto_line.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/indentation.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/kill_ring.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/mark.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/scroll.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/sort.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/swap_line.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/switch_file.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/transform.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/transpose.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/Default/trim_trailing_white_space.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/User/code_folding.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/User/find_python_imports.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/User/indent_guides.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/User/open_python_file.py
Reloading plugin /Users/marksteve/Library/Application Support/Sublime Text 2/Packages/User/sublimelint_plugin.py
loading bindings
theme loaded
app ready
loaded 918 snippets