QB Issue Resolution:

this page compares mac to windows so you can see what you will lose

http://support.quickbooks.intuit.com/support/articles/inf23664

Resolution for Issue 'I currently use PC desktop version; I want to buy the desktop version for Mac. Will I have difficulty converting the files?' available: Yes (Solved).
Source: Intuit Community forum.

I currently use PC desktop version; I want to buy the desktop version for Mac. Will I have difficulty converting the files?: this issue or error code is a known issue in Quickbooks Online (QBO) and/or Quickbooks. Support for this issue is available either by self-service or paid support options. Experts are available to resolve your Quickbooks issue to ensure minimal downtime and continue running your business. First try to resolve the issue yourself by looking for a resolution described below. If it is a complex issue or you are unable to solve the issue, you may contact us by clicking here or by using other support options.

Support for Desktop
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Error Recovery for Desktop [Canada]
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Additional Support Options: