I certainly have my bias and would love to sit down with you if you are in the Austin area or possibly a phone call.  

I an afford to sit on this property as its in the Yosemite AirBnb hot spot and don't need to do anything right away as its in a killer location.

I think it would be financial suicide to give up a 500k a year job that you know how to do and is secure to launch into thinking your going to replace it with rental income.. unless your sitting on 5 mil plus in  cash with no debt.

It was actually his idea that I worked for him.Sometimes it's better to just do what your gut tells you at that moment rather than to sit and think. 

You need to sit down with someone and do this on paper. 

Hey @Chris GarnesI just came across your post, and it immediately reminded me of a project I handled with a colleague in San Diego, Dennis Bragg - https://www.biggerpockets.com/business/page/3607  - You’re sitting on some serious potential with these two properties, and your plan to step back from construction while finishing them makes total sense.For Home 1, with no mortgage and a prime design upgrade underway, you’ve got flexibility that most investors would envy.

Even if you break even, you will lose money every month it sits vacant, when you need repairs, property management, etc.

I would encourage you to sit down with a couple of real estate salespersons and choose one based upon experience as well as knowledge of the area. 

The two countries may seem similar, but they are so different and I say that with my sister's family (who are American) sitting in the same room as me right now.For housing, I can't think of many Canadian cities where you can buy a house under $100K (or even $200K).

Because there are nuances to seller financing, a lot of space would need to be devoted to covering the subject to make sense, and that requires sitting down to a cup of coffee for a long discussion.