We converted the STR units to student housing in the school year and only STR them in the summer.  

Plan is to convert back into SFH one day and double the valuation by moving it into its highest and best use.

You'll eventually build enough income from rentals that you can quit the W-2, or you can stick with it and keep growing.Passive income?

I would like to split the downstairs unit, currently a 200 sq ft 5 bed 3 bath, into 2 2 bed 2 bath units AND convert the garage to an ADU.

I am getting ready to convert my primary residence into a rental property after we move.

My goal is to leverage my wholesaling experience to learn the ins and outs of the industry, and eventually scale up into more complex investment strategies.

Markets I'm interested in are the Chicago suburbs, Milwaukee suburbs, Las Vegas, and eventually Los Angeles when money permits.

Building a strong team—like a trusted realtor, lender, and eventually property manager—will definitely help as you scale.

I am considering buying a quadplex as a house hack, but the eventual goal would be to move back into my current primary residence rather than buy another, so the seasoning period for me to get another loan would not apply.

General rule of thumb I have heard is that carpet in a rental is expected to last about 5 years.The real fix here is buying premium higher traffic resistant carpet, or converting to a hard flooring on your next replacement, like LVP.