Since making a career switch to real estate, I've been involved in numerous studies adding my expertise in statistics and housing policy with NAR, HUD, Fannie Mae, Freddie Mac.

who are involved in wholesaling or other real estate ventures.

Lastly more to my point - I thought you worked for a MF syndication in the past that I was not sure but wanted to mention and that you are not just someone coming off the street having never been involved in a deal (unlike a lot of others).  

There are variables involved, and there’s of course skill and effort required not just calls.

Converting your condo into an investment property and transferring it into an LLC is a smart move for liability protection.You’re correct that retitling the property involves Chicago’s transfer tax, which can be substantial.

It’s also important to consider if the work involved aligns with your lifestyle and goals.

And having a property manager does not mean that you’re not directly involved with a lot of issues with your properties.Given your situation I might rather suggest a REIT investment where you get exposure to the category, but not have to deal with such a large portfolio, or just get your feet wet and see if you like being a landlord by buying a couple of properties  Randy  

Since joining this club I have a new attitude at work and have received a promotion every year since I have been involved and closed some deals on the side.

I've heard that about the algorithm and changing your listings but didn't know about getting so closely involved with Airbnb + VRBO.

So for example, let's say a friend of mine wants to get involved in real estate but doesn't have the time, knowledge, experience, or resources to do it very well.