I agree with @Joe Villeneuve regarding the additional metrics.

Balancing these responsibilities with the demands of this project, including finding suitable contractors, organizing communications, and ensuring timely responses, has proven to be quite demanding.In light of these circumstances, I am seeking insights on potential additions to my real estate team that could streamline this process and enhance its efficiency.

I will add it to the list of resources to go over.

@Kasim RashidIn addition to the good advice from the others above, you need to speak to the Will County Treasurer about the property taxes.

You may not include income earned that is not on a tax return, an administrator or PHA may consider additional income in that household, a teenager may mow lawns or receive child support that may influence funds available to that household. 

Additionally, how should I prepare for the landlord role in terms of property management, tenant screening, and maintaining a good relationship with my tenants?

As a busy mother and devoted wife, you seem to have a lot on your plate in addition to your work as a nurse practitioner and small company owner.If you want to buy your first short-term rental (STR) property, you should set realistic financial goals, specify your investment criteria, and do extensive market research.

Reason we get good discounts is their distress.

Some companies will only write the policy with you as the primary Insured and the LLC as Additional insured. 

In addition Costa Hawkins is under constant attack so SFR will lose their protection in the not so distant future.