How can I better prepare against these kind of things which would otherwise hinge my LLC acquisitions You talk to someone as smart as @Amy Wan about how not to create a security =), but generally as long as you dont trigger the definition of a security you should be fine.Its something to the effect of having investors who are solely relying on you to provide a return with out any involvement in your project and you're the KP key principal / GP general partner. 

I have found this to be pretty effective.

Effective property taxes in Chicago are for the most part well lower than one will find in suburban Chicagoland, Hammond, Munster, etc.

My understanding is that once DCRA is finished, the rules will get posted for a period of public comment before taking effect.

Simple, flexible, and effective. 

Raising capital is a lot more difficult than I thought and we need to dedicate more time, money, and resources on doing it more effectively.

There really is a "snowball" effect in this business.

I listened to a webcast in which Brian Turner said one of the most important skills for REI is the ability to analyze deals quickly and effectively.

It sounds very appealing to someone with limited funds such as myself, but there appears to be quite a high barrier to entry (that being competing with other wholesalers who already have very effective systems for finding distressed sellers).I was wondering if anyone has any tips or tricks that someone in my unique position could use to help me get started.

I wanted my overhead to be as low as possible.Overhead has a profound effect on the length of time it takes to achieve financial freedom with rentals!