I'd love to connect with you and be a part of your network!

All the best to you during your last semester.Househacking is one of the most common routes for new investors in NY.For best returns, I'd recommend focusing on South and Southeast Queens, Central and Southeast Brooklyn, and the Bronx.There are parts of the suburbs (Westchester and Long Island) that have househack opportunities but the property taxes are higher and the commute time to NYC is longer.Abel

But ABNB felt so 'authoritarian' (once again for lack of a better word)....including stuff like removing my SuperHost status for a mistake of their own and not reinstating it once I proved them wrong. 

Wholesaling, for these professionals, is the byproduct of a successful real estate deal finding business, not usually the business. 

Remember, the notion of amassing wealth without investing is a dangerous myth perpetuated by self-proclaimed experts.

Definitely be mind of the due on sale clause with taking out a HELOC and quit claiming into an LLC.

Do you have a specific area of Chicago where you would like to live? 

I would be happy to forward you the contacts of these folks so you can reach out, as well as a referral for a short term rental consultant who may have some insight.

Can you afford to have zero possibility of a tenant for those months that you don't have it listed?

SF is a very unique market, and actually may be a great time to buy right now, especially if they can successfully turn the city around.