Fridge compressors fail and are not worth repairing, stoves are easy to repair as long as main board does not fail.

What questions do I need to ask myself when it comes to taxes benefits?

It is much more advisable to pre plan your business as you expand to make sure things are done the right way while maximizing tax benefits.

One benefit of self managed property is travel between properties. 

A couple months ago I bought a duplex in the Northside area off of the Main St Metro Rail (convenient 5 min transport to downtown).

Moving the property into an LLC soon after, also indicates to me he likely did not move in, as hed lose both the benefits of being an owner occupant, and the LLC would be easily piercable if he were living in the property.

Purchase price: $30,000 ARV $65k needs no major work, mainly cosmetic.

If you go with an open mind (but tightly closed wallet) you most likely will pick up ideas for further study.The other benefit I've found is that you walk away energized and excited to contine the journey.

Better to build your own equity through the debt pay down, enjoy the tax benefits of ownership, and garner the equity of an appreciating asset.

They would have way more benefits than doing a sandwich lease.