When you start, the company may give you a small existing portfolio, but then you'll have to maintain & grow it to make a decent living.You could also work as a leasing agent at an apartment complex.

Apparently the seller own multiple in the complex.

A few months back, a fellow broker brought me a pocket listing for a newly built and stabilized 32 unit apartment complex. 

Or maybe you finally want to purchase a multi-family complex / self-storage facility / car wash, etc.

More complex than it needs to be, I know, but what else is new when dealing with the City of Chicago...Nicolas, it looks like there is some "spot zoning" within the proximity and the first thing I would recommend would be reaching out to your Alderman.

I read an article I thought articulated this very well, we are seeing the collapse of a very complex system and this the fruit.  

Whether you need a CPA with just three rentals depends on the complexity of your situation and your comfort level with DIY tax prep.If things are pretty straightforward, you might be fine with tax software for now.

Thoughts and suggestions or too complex and take the hit on capital gains tax as I sell my rentals?

apartment complexes?

Expect a custom ADU to take 9–18 months, with 3–6 months for design and permitting and 6–12 months for construction, depending on complexity and contractor availability, and the speed of processing permits.