I will start by fixing and flipping properties.

As someone who wants to avoid starting over, I’m extremely cautious about who I partner with.

I was going to wait to build my portfolio bigger before starting an numbered company, but I'd like to hear what the BP community has to offer in words of advice.Here are the current numbers I'm working with.

House hacking is a smart way to get started, and Milwaukee has some great multi-family opportunities if you buy right.

If you’re strategic about locations, management, and financing, STRs can still offer decent returns in the right market.I totally agree that it’s not all sunshine and rainbows in real estate right now, but if you’re strategic—especially with tax savings and a long-term focus—real estate can still be a viable option alongside other investments.I agree with everything you said but it’s also important to consider the Time component.

Louisville is fantastic for cash flow and is a safe place to start since we don't typically get caught up in the roller coaster effect of steep appreciation followed by sudden pull backs when the market isn't red hot.  

As a broker, you’ve already got a strong foundation, which will give you an edge in finding and structuring great deals.Since you're in Chicago, have you considered house hacking as a starting point?

Seems like you just totally ignore my post.

BiggerPockets is full of resources designed to help you along your journey, whether you are just getting started or a seasoned investor.

My thoughts - this is a GOOD start.