But on top of just simple ROI and ROE, you need to calculate your net worth returns from writing off interest expense, principal paydown on two properties, appreciation on two properties, etc.

Super simple for anyone but me....I have a rental and lease is up for renewal. 

The "rehab" can be as simple as paint or flooring, then rerent it at $1300 or higher. 

My suggestion keep it simple, try to keep it impersonal, and do not give any A/B options.

@D MackHi Mack, you will need to send copies of all your lease and option documents to the title company in addition to a Purchase and Sale Agreement which will capture the final sale price agreed by the parties and a closing date. 

Might be a simple patch, might be more. 

Simple plan, identify condo complexes that neither have rent restictions or high HOA fees. 

I just want to make sure I'm capturing what I need to capture to give me the most accurate picture.

and I spoke with the bank earlier today and confirmed that we should qualify for a jumbo loan that would allow us to make this work out.The place I am getting stuck is trying to figure out any kind of realistic estimates for whether the three cabins are actually able to generate enough positive cashflow to allow us to eventually step back from our jobs and/or running the numbers for everything in a way that I would feel confident enough to try commit to something like this.Would it make better sense to try and start out with something more simple/conservative?

It’s simple anyone can invest in it you don’t need any special skills, talent, or high IQ.