Hi I am new to property managing. 

-Do I first set up a holding company to own all future LLC’s for each property?

If you cash out equity in a property, you are "borrowing" that money from the lender.

I'm looking at getting my first rental property in the next year after moving out of my current residence and using it as a rental property.

I plan to buy a waterfront property. 

Thanks I'm a broker on Cape Cod (Berkshire Hathaway Homeservices Robert Paul Properties teamcoker.robertpaul.com) Besides the HOA fees, Points of consideration for Condos are also: #units, rules, location, amenities inside the complex and out, parking.

For example, I bought a property that had a judgement lien that was about to expire if the plaintiff took no further action.

We don't have a seasoning period for cashout refinances as long as the property has documented value added.

It sounds like you're on the right path, learning from mentors and connecting with like-minded individuals.As you look to move into buy-and-hold strategies, particularly with multifamily properties and commercial apartments, I wanted to extend an offer.

That is probably correct that based on todays pricing and interest rates with down payments of 20-25% the property will not cash flow.