I am using the tax benefit along with the principal pay down and appreciation to offset.

Half would be business, other half the primary benefit.

Can provide all the benefits from a cash flow and tax perspective.

BUT then, the tenant complained that they were paying for the credit boosting feature in RentRedi and would not be getting their credit-benefit if the other tenant didn't pay on time. 

Here is a presentation I made describing the benefit of doing such vs a regular investment.

.- Cash flow vs. appreciation: If the new property is in a market with strong rent growth, you’ll benefit from increasing NOI over time.- Stock market opportunity cost: If the brokerage account has strong holdings, consider if the return potential justifies cashing out now.Given the current market dynamics and your goals, reallocating your brokerage funds into a multifamily property in Rochester could provide substantial benefits.

If transferring the property to an LLC, be mindful of the due-on-sale clause, and note that an LLC itself does not offer tax savings unless electing S-Corp status, which is rare for rentals.To maximize tax benefits, consider cost segregation, bonus depreciation, and short-term rental (STR) strategies, which could allow you to offset W-2 income if structured properly.

The exterior is a bit sad - which worked to my benefit.

Lots of folks are pulling out cash based on the appraised value for their next projects and holding for a few years to benefit from appreciation. 

The investor who bought this home owns an asset that is cash flow positive from day one and one that will benefit from all 5 profit centers of rental property investing for many years to come.