He understands the specific coverages you need. 

I understand real estate to be capital intensive.

They will understand.

Again, your situation is unique so understanding what lending is available to you once you reduce or elimnate your credit card debt would be a good step.The reality is you have the income and the ability to make this move and own multiple properties in 2 years...BUT...you need to make some sacrifices and hard choices for the next 2 years in order to get there.

I do leave 6" solid oak or mahogany trim in historic buildings if it's in good shape but we paint or replace clam shell from the 50's and 60's.

I also want to understand the implications for wanting to buy a primary home as well as a rental in terms of financing.Would be really grateful to connect and learn from you all.Thank you

Do you understand PE ratio or CAP rate?  

All you need to do is find a lender that understands and specializes in working with BRRRR method investors that flip at scale and at speed.

@Viral Mehta we understand that you want to save money, but investors are often penny-wise and dollar-foolish!

I am by no means an attorney and to my limited knowledge I don't know of anyone who has gotten "caught" with the new illinois law, but my understanding is that you can not "Market" (aka sell side of wholesale) more than one property per year.So if you had a licensed agent do the "marketing" of the property once it's under contract then you should be in the clear.You can of course double close, but the law is more specific to the marketing of the property vs. how it's closed.My suggestion @Andrii Sazhnev would be to find another wholesaler who has their broker's license to work with them while starting to get your license...in my opinion (if you have the time) it is worth it for anyone who is doing real estate full time to get there license - simply for the education and MLS access.