Depending on the age of the home they might not even insure it or you jump straight to government-funded or backed insurance.That alone can equal up to the cost of an average HOA down here and sometimes surpass the monthly cost of an HOA.I have one property (single family home) that I pay more monthly on home insurance than I pay on HOA in 2 office condos I own.I dont know much about Multifamily since I dont own any but I can only assume the rates would be even higher.Im only speaking of home coverage not liability ... 

Freddie Mac's Home Possible mortgages can get you 15% down, but then add in down payment assistance programs and you can achieve 0% down payment...here is the real advantage over FHA, PMI disappears with Fannie and Freddie after 20% of the loan is surpassed.

As time went on rents surpassed my PITI payment where today the property is rented for about 2.5x what was my payment amount.

On top of that, the costs of owning a home are surpassing the costs of renting, so more and more people may rent for the long term and it is estimated that renter households will outpace homeowners by four million.

Otherwise, the short term rental would go on Sch E and be subject to the 14 day or 10% rule (whichever is greater) which if surpassed, would limit the amount of expenses to be taken. 

Ultimately, we would like to learn more about real estate and start to scale our business and get it to a point where we surpass our income from our current job(s).

They are aiming for 15% and because of inflation have in many cases surpassed that figure.

There are many neighborhoods that far surpass this number of $836/mo already.... but as more of the urban core neighborhoods continue to undergo development/gentrification/residential growth.....

I’ve read so many books and articles about business men and women who’ve reached and surpassed their pinnacle of their aspirations.

That way even if you do not reach your new lofty goals you will have surpassed your original 5 year plan.