Hoping to house hack and use the savings to invest in another home. and rent that out to other potential students/health professionals in my network.

Being 1099 it can be difficult to find the right coverage. Why pay high premiums with high deductibles if there’s plans that reward you with full coverage of your healthy with ZERO deductible and low premium.

(whatever) I, too, was a multi family guy and the results on my health, pocketbook, and family were horrible. 

Since then I have had some health setbacks that kept me out of the game and set me back a little financially. 

Slobs are going to be slobs.If it's not causing a safety/health hazard, it's not worth stressing yourself out over.

You can possibly qualify for a partial exclusion if you had a valid unforeseen reason to sell after only 3 months, such as health, divorce or job change.

I ve seen many people loose health and even die from mold related issues. 

By blind luck, I began RE investing around 2008 when the village idiot could make money. 34 years of saving, lucky timing and military health insurance definitely helped. 

We completely transformed the interior and exterior of the home, adding features like tile backsplash, tiled tub & shower, master bath en suite with dual walk-in shower, new energy-efficient vinyl windows.

I sure have made some risky financial decisions like buying vintage cars to rent out to movies out of desperation but it was a smart move and has paid itself back in money as well as days towards my health insurance and pension (SAG-AFTRA) and will continue as long as they film movies in NYC at least.