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1. ADOBE FONT COMPATIBILITY ISSUES BETWEEN MAC OSX AND WINDOWS LICENSE
2. ADOBE FONT COMPATIBILITY ISSUES BETWEEN MAC OSX AND WINDOWS WINDOWS

There is not one iota of difference between the font files based on platform.

ADOBE FONT COMPATIBILITY ISSUES BETWEEN MAC OSX AND WINDOWS WINDOWS

In the specific case of Ubuntu, I can confirm that Adobe Fonts serves an OpenType TrueType font file for both Windows and MacOS. Adobe applications do not use the operating system font services, but rather their own font services (a module called CoolType). In terms of differences you are seeing, you don't indicate what program or programs you are referring to on MacOS and Windows, but for Adobe applications using the exact same font file, assuming that you are using the same version of the same application, font metrics including leading and kerning are treated exactly the same. The vast majority of the fonts provided by Adobe Fonts are in OpenType CFF format and the others, many of which are some of the original Typekit fonts and/or were sourced from Google Fonts are in OpenType TrueType format. Adobe Fonts doesn't offer both OpenType TrueType and OpenType CFF fonts for each font available. If you are referring to fonts served by Adobe Fonts (formerly Typekit), then my response remains. PS: If in fact the “missing” fonts on your Mac are from Adobe Fonts and you have synchronized your Mac to the Creative Cloud, you might want to post in the Adobe Fonts forum with specific information about the names of the missing fonts.

ADOBE FONT COMPATIBILITY ISSUES BETWEEN MAC OSX AND WINDOWS LICENSE

If your work requires fonts on a different platform from which you were working and your license for the font doesn't include the rights for use on other systems (such as those bundled system or application fonts), you may need to separately pay to license those fonts from the source font foundry!

But other fonts that may be on your Windows system, especially TrueType bundled with Windows, Microsoft Office, or other applications may very well not exist on your Mac or in fact be very different fonts (such as Arial and Times New Roman). If you activate on Windows, they will also be activated on your Mac system and available to your applications there. All Adobe Fonts (previously named Typekit) are fully cross-platform compatible and the vast majority of such fonts are not TrueType format, but rather, OpenType CFF format (with a few families in OpenType TrueType format).