I recently upgraded from self employed to online Pro version.
I now have 10-99 employees.
Rather than try to add everything manually would it be better to stick to self employed version & keep track of 10-99 invoices separately until 2019 year? I do not want to have to spend HOURS manually trying to add all my stuff from self employed to Quickbooks Online Pro
There is no such thing as a 1099 employee. If you are paying an other company for work they do for you, that is a 1099 vendor. See the attachment about the difference, it can get very expensive if the IRS or the state decides what you think is a 1099 vendor is really an employee.
There is no QBO Pro, Pro is a desktop version, there is QBO simple start, QBO essentials, and QBO plus - I think you mean plus since that is the only version that tracks 1099 vendors
It is six of one half dozen of the other as to whether you spend the time entering things into QBO or not. If you have assets, or liabilities QBSE does not handle those. QBSE does not do sales tax either