In my area of NC, our local MLS's are writing rules to prevent wholesalers from being able to list and sell a property they have under contract. 

I may look at out-of-state investing in the future, but I think good deals can be found locally (which I think you acknowledged). 

Have you already started connecting with any local professionals, or are you still searching?

Structuring the deal properly (like through a land trust) can reduce this risk.Your best bet is to connect with an Illinois investor who has successfully done sub-to deals or find a local real estate attorney who specializes in creative finance.

@Michelle Hardy Just adding, check your local city too for their requirements, many have specific requirements that the state may not have.Here in VT in the towns my properties are in, there is not a requirement to keep them separate or pay interest. 

When it comes to finding good wholesalers, a few approaches have worked well for me and others in the industry:1.Local Networking & Meetups:Check out local real estate investor associations and networking events in the Akron/Cleveland area.

I plan to manage the properties myself until it conflicts with my regular job.I would appreciate any advice on these markets to ensure success and connect with local investors.    

Check into your local regulations.

We understand that tax complexities can be challenging, but our experience shows that many of these barriers can be overcome with a strong local team.

I'm with @Huong Luu but would add join a local REIA and find some PMLs they are always hanging out at meetings.