Midwest

The first time I went to register my fix-and-flip business as an LLC in Chicago, I was up all night worrying. Did I have all the right paperwork? What kind of questions was I going to get asked? [...]

As an entrepreneur, I’m always on the lookout for any new business opportunities, especially right here in Chicago. While I enjoy the idea of starting a new business from the ground up, it can be [...]

Chicago Heights may not be as trendy as other real estate markets in the area, but there are plenty of opportunities here for those who are willing to look for them. My first fix-and-flip [...]

The Cook County Scavenger Sale has been a uniquely Illinoisan tradition for more than 80 years. Tens of thousands of properties with large unpaid tax bills go up for auction at bargain-basement [...]

To me, Chicago has always been a city for underdogs. When people think of the biggest and brightest cities in America, they always jump to New York or Los Angeles, completely neglecting our [...]

When real estate investors first started discovering the internet, back in the late 90s, a lot of old-timers—think classic Chicagoans, thick accents, and thicker mustaches—dismissed it. Me, I was [...]

Not too long ago, I was sitting on a patio in Andersonville with another long-time Chicago real estate investor. We were talking leads and how hard it typically is to find quality ones. He [...]

Whenever I’m talking to people about investing in Chicago real estate, I get asked the same question: what’s the single-most-important source of information? And my answer is always the same: [...]

A friend of mine who rents in Ravenswood, just off Montrose, was telling me that the heat was off in her rental. This being a Chicago winter, I mentioned that the landlord should fix it quickly. [...]