He is in the media business and knows that eventually this thread dies.  

If you eventually do hand it off, then you will know what makes a good property manager or not.

You won't be forced to de-convert unless you have violations...eventually the city will start fining you.Very critical terms are non-conforming (no violations - grandfathered in) vs. illegal (violations)...

Additionally, last week I received this email from them as well...seems like a rob Peter to pay Paul scenario...none of which sounds good...Secured Note | 17% Interest | 12 Month TermMy partners and I are raising $5 million of short-term expansion capital for the Money Is Mastermind, our exciting and profitable growing business.We have roughly 1,900 paying members with a current valuation of $43 million.

I use the free version but eventually will get the Pro.  

I may eventually just stay in one, and buy others just to rent out without me moving every year or so.

However, I eventually started to let pets in after my property manager convinced me to do so. 

What I am seeing is older residential units being purchased, eventually torn down and upscale apartments replacing them.

Finding which of those strategies works best for you, your goals and interests could help you speed up your investment journey while gaining experience, confidence and eventually expertise in your chosen area. 

Eventually, my goal is to scale into the development world, but in the meantime, I am looking for my first couple deal.