Appreciate any help. 

You won't have any problem finding someone qualified to help you sell and purchase.

Since fix-and-flip income is classified as active income, taxed at ordinary rates, this setup helps minimize overall tax liability.To protect both members, draft a detailed operating agreement outlining roles, ownership percentages, profit-sharing, and an exit strategy in case the business dissolves.

Real feedback will also help me create valuable content and resources.For example, many investors struggle with knowing which amenities to splurge on for max ROI.

It can just help mitigate risk.

If you have specific questions about property management, I'll be happy to help!

Having the tenant be responsible for something like the first $1000 of each maintenance issue, or $500 can be a big help.

For Flips generally you would need to have the Core GC, the HML and most probably a  good investor savvy Realtor  to help out.

If you don't find the answer or even find new questions, there are tons of tons of knowledgeable people who are happy to help out. 

Chicagoland as a market may appreciate at different rates, and property taxes certainly do not help the cause.