While I'm still not 100% sure we have made the right move in terms of numbers, I'm pretty confident we are in the right track based on what we have taken into consideration Vs what we've been reading.Now back to my question, our first rental is been on the market for a little over 2 weeks and after reducing the price a little we got a better response from potential renters.

How should I structure the deal with him so I don't get burnt and anything else I need to take into consideration ?

sold thanks everyone for the consideration, I'll keep posting deals I find!

Screen applicants as normal and select the most qualified without consideration for the contractors offer.

Return on investment for some c and b areas are still reasonable but just like the rest of the country, prices are on the rise.  

Plus, you don't want to live somewhere in SF you don't want to because it's the only place $100k can get you into something.But for more general considerations for buying a primary or investment property, I wrote this-https://www.biggerpockets.com/renewsblog/2014/01/1...Hope that helps!

I agree, this could be risky if rates are on the rise from years 5 to 10 but maybe that's the nature of the business.

Like a new construction high rise, a retail shopping plaza, a hotel, etc.Also when you say "make it really BIG" what do you mean?

It is slightly less expensive once you take into consideration the monthly cost of the online version.  

If it is lower than $270k, it will rise to that value.