However I feel like we are missing out on tax deductions for the business, since those transactions are not being made from the business’s account.

Not flipping right away, some family members might live there for a few years, but want to update and make it inviting and made me think of houses that are rehabbed and flipped.

These two things made a BIG difference for me.  

I just made that transition and I was pleasantly surprised at how easy it was.I can keep all my current bookings with Evolve.I was able to transfer my reviews back to my VRBO listing.For $250, I can keep my photographs and listing description.I am now back on my own and the transition was fairly quick (it took a few days) and simple.

Property values had continued to drop in the area and in order to sell that home and move I would have had to pay someone to take it.

As someone else said here on this thread, you want someone who has invested and made money through different real estate cycles.

The 1099 is issued to you and the IRS to make sure that you are reporting rental income on your tax return.I would use the annual property management statement to report the income and expenses per property.The property management statement will likely include property management fees charged to you and repairs made on your behalf.

I just made a large multi family purchase in Jamestown and hoping the influx of government assistance can revitalize downtown.

Also:Prepare and obtain signed and notarized estoppel letters from every tenant attesting to: lease start and end dates, rent payment amount, security deposit paid, any verbal agreements made with landlord, any maintenance/repairs requested but not yet addressed by landlord, etc.Why?

One was a SFR I rented out for 30 years, never made much on CF but sold for 1.2 million, original purchase was 140k and total actual cash invested was less than 75k.