I think you should read the terms and conditions carefully before you commit to anything.

You need to talk to a couple of professionals quickly - an insurance agent and a lender at a minimum.

Not only do I love the more personalized attention, but Stacy and Jen are real and genuinely care about your success.

Your strategies for the next move show careful planning.

Section 8 can be great for a few reasons, you get guaranteed rents, the tenants want to keep the benefits so they generally take care of your property.

If you itemize your taxes, this may be used as a write off (I am not a tax professional, so please consult with your tax preparer/cpa etc etc).

When someone passes away, the assets within their estate are subject to estate taxes if the total value of their estate exceeds a certain threshold (this amount fluctuates based on tax code, so be sure to consult a professional).

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

If you only care about your ROI and you don't have a passion for acquireing land and structures, a passion for renovations you won't last in REI.

As for NYC rental properties and putting your one rental property into a Trust, consult professional journals for this.