You can not fabricate "motivation" when they are NOT motivated to sell.So the next thing to ask to trouble shoot your issue... is...

This implies you need to find good investment properties that produce better initial cash flow than the average purchase. 

I know it is in a good area and the homes have no troubles being sold.

Thank you for your response @Sam Smith , so I’m still trying to learn what makes a deal a good deal, I don’t want to blindly invest money into something that will produce a negative cash flow.

I suppose that's what I mean when I say I want access to the capital now, because I can invest in a way that produces now with cash flow and appreciation and even more later by using leverage, 1031 exchanges, depreciation, etc. 

I am blessed with a mind that can see myself 3 years out, but have trouble relaying my vision to my wife as well as others that are able to help. 

Both of these will produce some results for you. 

OK, I KNOW that I will get in a lot of trouble for this post.

So he rents mainly to tenants with little or no traffic, just needing office space.You'll probably have trouble getting residential mortgages but check around. 

I am starting to crack down on my next investment property, and have been looking mainly in Milwaukee. I am living in Chicago but went to school in Milwaukee and I am somewhat familiar with the surrounding areas. I am...