Obtaining REP status does not release prior passive losses. 

It sounds like you did the correct thing in contacting Airbnb.

I have a HOA who is attempting to collect HOA fees for the period when the prior owner owned it.

Going through an asset right now in a HOA where the HOA wants the property to be demolished because prior builders could not complete it, so we are working on stepping in to get it done.

Hello BP community,I am an out of state landlord with a rental in Bluffton SC. After a few months of trying to work with my long term tenants (who have previously always paid rent on time), I finally asked them to lea...

Once you have lived in it for 2 out of the 5 years prior to selling it you can take the first $250K of gain ($500K if married) tax free.And you can do this once every 2 years. 

I am only financially responsible for the utilities and have never purchased a property in my personal name (which was discussed with the lender prior), I have only bought a few fix and flips in my business name.

It sounds like you've been more than understanding and accommodating with your current tenant, but it seems that her financial struggles and consistent late payments are creating ongoing issues.

Pricing from Taxstra to me sounds reasonable for what they are offering for filing your personal return with multiple schedule E's for the investments.

It sounds like regular maintenance issues, some of which were tenant-caused.