Your promissory note can require escrowing taxes and insurance.

First, I'd recommend that the LLC in MD own the property, and in turn, the Holding LLC should own the MD LLC.

May I recommend anger management since you seem very triggered by me just trying to seek out some help in an area I'm not very familiar with.Cheers!

Here in Illinois, people are required to have a license.

The sellers agent would not be required to tell you as the buyer (or your agent) the terms of the other offer or what the seller finds appealing, his job is to get the best "offer" for his seller, not necessarily the best "price".

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

I am seeking recommendations for a Registered Agent to handle LLC setup and related filings for new real estate investment business that my partner and I would like to set up. 

Quote from @Keyano Burgess: Hi Justina,I have a team of contractors I can recommend.

The property has since increased 82% in value, we use it frequently as a family for vacations and weekend get aways, greatly minimized my RMD requirement, break even each year on my taxes, etc.

Probably 2bdr.I already live in the area, so I'm reasonably familiar with the area.What areas on the Peninsula, South or East Bay you'd recommend for the appreciation?