In most cases you cannot charge two different tenants for the same time period (double dip).Pet fees/pet rent: Local laws vary, but there are often addiitonal deposits, fees, or rent for allowing pets that don't qualify as service animals or emotional support animals.

We had no issues with them thankfully. 

That would cover any screwups, but also incentivize the title company to remedy the situation without making a claim, since it appears to be their oversight that caused the issue in the first place.

We have bought in AZ, NV and TN and have had no issues since we have good property managers.

I have however run into issues like transfers being rejected by Baseline (from one of my own accounts in a traditional bank) when all the information is correct.

Your biggest risk if you execute the plan will be running out of money in retirement, either due to natural longevity and/or later health issues draining your resources.  

So you're essentially saying the roofer has no negative consequences for his bad, the city inspector doesn't have an negative consequences...and you have to pay someone to fix this issue?

Both apartments are currently rented, would this be an issue in the future to get tenants?

If I am the only member in the LLC, would that qualify for a 1031, or will I run into legal entity issues?

@Mai Nguyen, no legal issue, it probably does not make sense to do. 1.