For instance if you had $100 million  and you only need $100k per year, i'd tell you to go invest in CDs or US Treasury because its safest and it gives you enough to live off of. hope that helps. 

For instance we cannot compare workforce housing to luxury housing.

For instance, in my 2nd flip, I've allowed the contractor to come up with what he thinks is best for the property and I trusted his 24 years of experience. 

way and have had vacancies of up to 12 months in a few instances because I waited too long.

For instance, I'm a licensed agent and take the sales commissions and management fees to buy more properties.. ultimately I want to own and operate my portfolio of properties' and not be a licensed agent at all.

You got to have MULTIPLE sources of deals.For instance...1. 

Usually this means, you wont go out and buy a car for instance.

Fergus Wilson is a famous Landlord in Britain known for his strict rules that often violated what we call Fair Housing laws.

In other words, partnering with an experienced buyers agent to help you find and acquire the deals doesn't cost you a penny (in most instances - the seller pays the combined brokerage commission). 

I would check with illinois law for property management.. for instance in Texas you can NOT manage other people properties unless you have a license or are directly employed by the owners so you would have to work with your legal team on how to make a 1099 still be considered (employed) .. again illinois law may be different would love to hear what other have to say on this.