I’ve worked with my GC on several deals and he has approached me about wanting to work together.Essentially it would work something like this…1) My LLC purchases the property2) He will only charge me COST on the labor and materials (no profit or markups) which will save me around 30% on regular contract figure he gives me in my market which is very expensive3) He will also make 300k of his own liquidity available to inject into the deal (I will put some of my own cash in and get a HML loan for the rest).

Interesting scenario - generally these are situations where an appraiser would use the cost approach when estimating the value of the home or go wider in the parameters for finding comps.

Yes Oregon is a market that sees healthy appreciation, but from a wealth building perspective you cannot rely on that.

Well,  the market for rentals and sales in San Diego has being hectic for the last few months, the lack of inventory is creating an increase in prices.Now in regards the rental market, with the obligation for the land...

The down side to this approach would be that the portfolio then becomes all or nothing.

I do not know how the counter was damaged but trying to go down the path of expected life span is likely not your best approach.  

How should I approach the situation to get the owner interested to sell???

I'm still relatively young and healthy so I'm more interested in growing via leverage than I am paying off properties.

We do not have a mobile app, but our Website is mobile-friendly on a smartphone (most online rent payment services use this approach).

We would either move into another SFH or follow @Tucker Cummings house hacking approach.