I know someone who does short term rentals and does really well in one of the towns I listed, in part because they allow dogs. 

Building larger units and/or larger counts results in significant savings in development.  

I can tell you the last person I evicted was shocked, and was having to live with friends because no one would rent to them... not even a mobile home... and they had a family of 4 with a dog.  

Unfortunately, none of the larger HVAC companies in Chicago are willing to install equipment they haven't sold.Any advice or recommendations would be greatly appreciated!

Bluetti AC500 with B300s batteries are perfect for your offgrid ADU applications.You just need a few solar panels on the roof to charge you AC500 or for larger units the EP800 will work.

Also on the backside of the property, she put a junky chair and table with a smoke bucket and dog tie out.

She is thinking of renting out her house for short term rental while she's gone to make up for some of the costs of being gone (she has some special need dogs that cost more to board).

It feels as if the shift to more of an apartment home is what helps with tenant retention.Having amenities on property, such as dog parks and fitness centers, help with retention, and being close to amenities also helps.I think the same can be said for most smaller multifamily, with having washer dryer hook ups, 2 to 3 beds, at east 1 1/2 baths, if you have some privacy for a yard would be a huge bonus.I really would stay away from pools for small multi families.

As well as coffee shops like Bottoms Up Coffee are moving in and small microbreweries like brew dog and Land Grant

This way you could defer the tax and have access to 100% of the equity to put down on a larger investment.