Hello:Can anyone recommend an organization that seeks housing for executives or corporations in Maryland?

That the majority of the owners are paid up.

The tenant is paying their portion of the rent (the majority is coming from city) but the tenant has been difficult to deal with and I'd like to find an new tenant once their lease is up.

If the second property you are buying is not turnkey, will require some work, and there is a clear value/range of what you can bring the property to by adding value then you can refinance to pay back the majority if not all of your HELOC (used for downpayment or to buy the property completely).You'll need to know how to analyze an after repair value of the property to figure out if that technique can work or not.

We have a property in IL that we are looking to raise capital to stabilize and we want to be organized, professional, and efficient.

We continue to see the majority of sellers offering partial or full compensation of buyer agents.

Like others have said, you don't need an LLC to get started with STRs.If you own a single unit or even 2 or 3, simply make sure you have the best insurance to cover any issues as well as an umbrella that can cover any excesses.Plus the major key will be maintenance.

Call the organizations and explain what you're doing and someone should point you in the right direction.

I think one of the major issues is W valley basically only has Pinot .. compared to Napa Sonoma were virtually all varietals are grown and bottled. 

DSCR sitting mid 6s today in the majority of scenarios.