QB Issue Resolution:

QBO is, in my opinion, QB on training wheels, it is severely limited as compared to desktop

a non partisan comparison of QBO vs QB desktop
http://onsale-apparel.com/Rustler/qbo-or-qbdt

If you must, must have on line access then I would suggest looking at a hosting company for desktop

Resolution for Issue 'My bookkeeper is having an extremely difficult time since I switched to online. Are there any plans to make this more familiar of an experience for long term users?' available: Yes (Solved).
Source: Intuit Community forum.

My bookkeeper is having an extremely difficult time since I switched to online. Are there any plans to make this more familiar of an experience for long term users?: 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.

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