The goal isn’t to stack a bunch of properties, it’s to generate your cash flow goals with the least number of properties possible!

If someone does the work to generate a meaningful question, I wish there was more respect given to those folks. 

@Dave GreenHere are the three options for generating passive income and scaling up a property portfolio: selling rentals and buying a multifamily property, paying off your primary residence, or holding rentals and maintaining cash flow.

Maybe start finding deals to wholesale, which will sharpen your deal evaluation skills and generate cash for future investments.If you find really good eals, you could even require that you participate or get a piece of the deal.

The reports you can create with Stessa, such as an Income Statement, Balance Sheet, etc, are similar to the kinds of reports accountants are used to working with since other finance/rental software also generate very similar types of reports.  

The second piece is whether or not you pass the Material Participation Tests found in IRC 469 and the third piece is whether your participation rises to the level of Substantial Services (think hotel, B&B).4) My CPA Says I can't deduct a loss that was generated! 

We currently have one rental property that is fully paid off, generating $2,150 per month in income, with expenses around $1,000.

Cashflowing $1,200 on a rental would be solid, but to do that you are going to need to generate cash from taking a HELOC or some other loan so it doesn't really make sense to me.

Now its just a way to generate more revenue per booking. 

Hi Kyle,Given your plan to acquire 19 rental units over 10 years, here’s a realistic projection:For cash flow, assuming each unit rents for about $1,200 to $1,500/month and generates $300-$400 in net cash flow after expenses, you could see $68,000 to $91,000 annually from 19 units.Appreciation typically runs at 3-5% per year.