They are either going to be financially strapped or leave the area, or both.

But I have many automations set up and have very detailed financial statements I generate every month so it definitely took me a few months to get the hang of it.

Financed by securing debt on a different asset in our portfolio where we could get the best terms given the rising rate environment.

If you are going to be active, and have high conviction in a project with a clearly defined entry/exit strategy then using a HELOC is one of the better sources of capital.But, I continue to have my stance that, on average, folks who use a HELOC to fund the down payment for long-term investments will eventually find themselves in a situation where their portfolios drain their personal financial situations, rather than fueling them. 

A triplex or quadplex could provide more units for rental income, but obviously will require more financing, so having your financials and pre-approval lined up early is key.Since you’re already looking to network, attending local real estate meetups is a great idea—you can also connect with seasoned investors or agents specializing in Long Island properties who can offer advice specific to the area. 

Since the answer is probably not, they won't, is it really worth the risk in you losing everything you have in that asset when you purchased it knowing full well you weren't allowed to have a unit down there?

Setting the DAF to be the beneficiary of liquid assets is simple.   

An LLC does not provide much legal protection, it acts as a legal firewall to separate assets.

It’s building equity in an appreciating asset with a low 2.75% mortgage.

She's claiming financial hardship due to some personal issues and is asking if we can apply the deposit towards her November rent, and she'll make it up.