Talk to house hackers because that would be a great way to start, but you are also advanced with money so you may find smarter options that act more like index funds (syndications).Yes I was actually looking at syndications that was going to be my next research topic that seems extremely interesting and powerful syndication seems like an awesome way to diversify without getting my hands dirty necessarily.

I say this as a four time house hacker.

Explore Financing OptionsChicago offers excellent financing opportunities for house hackers.

This could be just specific to the real estate industry, but in both recruiting and cybersecurity consultants (hackers for hire), the ones that start their own business/consultancy, are the ones who after spending 2 years (usually exactly 2 years which is when recruiters will message them), the high performer will either 1.

Good Morning,So I have always dreamed of getting a duplex as my first house and to house hack to get my foot in the door in real estate investing. My goal was simple: house hack, and after a year browse to hopefully r...

I'm a house hacker too, message me if you want to connect 

Hey what's up man, im a house hacker in the Chicago area.

I feel like this may be the best opportunity for house hackers as there will be some early adopters who capitalize on it because you can basically turn a single into a multi.

With the upswing in the country's short-term and mid-term rental markets, a unique opportunity is presenting itself to house hackers during a time when it's harder to cash flow than it was a few years ago.

This is an area heavy in house hacker investors so they still have to find at least one tenant for a duplex.