Rodolfo, certain lenders have certain requirements and overlays there are definitely other options out there that will annualize your rental income for DSCR products.

It was listing my team had that started out at $285,000 - price kept coming down so it interested me and I am building my passive income portfolio - this has cash flow of approx $1000 / mo after the mortgage and before taxes and insuranace.

I think all of it is manageable but some people have lofty ideas and have been oversold the idea of "passive" income from companies like Rich Dad, BiggerPockets, etc.

Here are some things to consider:Most of Cityfheps are coming directly from the shelter and with my experience it’s hard to vet them since they want to be out and you do not consider income and credit. in general they are not used to keep an apartment (recycling, cleaning etc…) since they do not have any responsibility at the shelter and some of them stay there for years.The city will mail you the payment and usually it’s twice a month.

With the equity in the home you can definitely look at getting a few more properties but it will stop there unless we use creative strategies to stretch it out or have more active income coming in. 

Do a cash-out refinance to tap some of your equity to include paying off your heloc and other debt.From a lender’s perspective, when buying real estate using a heloc for a down payment, the new payment for the cash advance on the heloc is calculated into your overall debt-to-income ratio.

A Cost Segregation study is an IRS approved federal income tax tool that increases near term cash flow by utilizing shorter recovery periods for depreciation to accelerate return on investment.

I know i can claim my short term rental income as active income as long as 1. avg rental is < 7 days 2. spent more than 100 hours managing it.If I have other long / mid-term rentals, does the active business status carry over to other property's rental income?

There are some great books out there but things are constantly changing so I would get an accountant who is experienced with tax preparation for RE investors.A down payment can not be deducted but the closing fees and other expenses almost certainly are.Whether you can take the deductions vs. deferring them also depends on your other income.

I have not yet encountered a tax year where I've had to work through and claim income for flipping, but that is coming up in a couple months.