Do you have a specific revenue target in mind for hiring, or are you basing it more on workload?  

Quote from @Tanner King: Where are the best places or best ways to collect data on specific markets?

- Are there specific areas of Chicago that you are more interested in than others?

And are there any specific permitting issues popping up post-storm?

I'm not sure what specific areas in OH I'll focus on yet.

Financing might be a challenge.I would recommend consulting with a attorney, loan officer, and CPA to discuss your specific situation and determine the best course of action. 

What specific details do you look for in a lead (e.g., financial info, property condition)?

Option 2: Electrician recommended mini splits - said 2 units should do the trick and would cost around $6-$7k.Heating system 2 is forced hot air oil furnace specifically for the 3rd unit.

When a tenant moves out, transfer the deposit back to Checking so it's ready to apply towards expenses or to refund to the Tenant.If you end up with excess funds in the Checking account, I recommend you transfer it to a third account that is specifically designated for future investments.

Additionally, lenders may require a release price (a specific amount to pay down the loan) for each property sold, which can complicate the strategy.It’s worth discussing these details with a trusted lender or mortgage broker to ensure the plan aligns with the loan’s terms.