@Caryn FischerI agree with Jaron, you should definitely have a consultation with your tax accountant and/or financial planner before you do anything. 

Prioritize your financial stability.

It might take a large financial institution with capital for “brainpower” and marketing, and financial and reputation strength to design as well as create a trading market for this type of security. 

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

While licensed contractors pay payroll taxes, workers comp and a litany of other financial burdens.perspective is everything. 

Or we gradually perform high-quality updates for a live-in flip, then roll the equity into a new home.Regarding rental income, we aim to boost income, lower our effective tax rate by generating more low tax-drag income with rental income (since there’s not much we can do to lower out W2 tax bills) and have retirement cash flow.To compare the financial impact over 10-20 years, we want to analyze renting versus flipping.

As you might already know, house prices in New York are extremely high, which makes it financially difficult for me to try house hacking here at the moment.

You'll want to put together a personal financial statement (basically lists of all your assets and liabilities) and have your tax returns ready.

-Rent collection and financial management is probably not at the top of the list based on some of the challenges that we hear about, mainly because if you are lucky enough to have solid tenants and low vacancy, this is easy peasy, but if you have some challenging tenants that default on payments, or the possibility of an eviction arises, it can be worth paying a management company to help guide next steps. 

I look forward to learning everything there is to gaining financial freedom and becoming an investor.