Replacing all the big ticket items up front will definitely make your life easier.

Even though you chose the man based on objective criteria, it still gives the appearance of discrimination.

As we grow further, we may decide that some are much easier than others (for example, when we turn our personal home into a rental, we will likely at least start it out with self-managinig).

There are de minimis exceptions if you basically do only one or two every 12-months, but just plan to comply from the start - it's easier that way.

There also appears to be weird screws in the tiles that look like they have been damaged. 

Second your tenant will be able to refinance at the balloon a lot easier than they will be able to go get a mortgage at the end of the lease option.

The 2nd year 100k is only a 33% improvement, Easier than the 45% increase he got last year, and the realtor only takes an extra $6k instead of $20k.

The plastic mini blinds are just so cheap looking (and dust collecting), I feel they bring down the appearance of the rentals.  

You appear to be describing a turnkey company, and people obviously do pay those prices. 

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