Then start finding properties and I would encourage you to lean towards finding less riskier versions of that strategy at first and get your feet wet, and after you gain some experience you can start evaluating different options and offshoots. 

As we flipped this ourselves from the roof to the flooring, we gained much respect to labor workers and realized even the tidiest things such as changing the outlet covers and installing new plumbing will take up a lot of time!

Roth IRAs offer tax-free growth, meaning that rental income, appreciation, and gains generated within the account are not taxed, but you cannot take advantage of deductions like depreciation or mortgage interest on your personal tax return.

This allows you to take the first $250k ($500k if married) of the gain tax free.

And I'm projecting here, but it seems like the banker went through the list of named loans in their head like FHA, VA, jumbo, etc and wouldn't have "DSCR Loan" in a drop down list to select, as if you were asking for a FHA loan, so was stumbling a bit.I'd maybe suggest asking more about how the loans are underwritten when speaking with a mortgage officer and if saying "DSCR Loan" doesn't seem to get you traction, maybe ask something like "well, I was hoping that my request could be looked at from a DSCR perspective as well as any other underwriting you do for the best chance at approval because of XYZ."

What better way to gain insights than go straight to the source on sentiment instead of trying to work backwards with data and reports.

The only difference is that there might be an explainable rationale for holding on to a property, such as a well-founded belief that equity gains are coming (such as owning a house in a rapidly growing area or property where the next commercial boom is headed), whereas with gambling your odds never change regardless of your losses.

For the purpose of, say, minimizing capital gain in the same year. 

You do get a small boost on most booking platforms right when you list, but overall it takes time to gain traction and perfect your pricing strategy.

There are a ton of Facebook pages you can gain insight and possible renters from.