The more issues you can take off their plate before you lock it up under contract the better you'll be.

For example, I have my house, am building a legal JADU, but later down the road I decide to rent my entire house and buy another primary residence.

If you care to learn about the distinctions, read these posts:https://www.biggerpockets.com/forums/517/topics/1215989-expl...https://www.biggerpockets.com/forums/51-tax-legal-issues-con...2.

If that doesn’t work, you may need to seek legal advice or reach out on social media for more visibility.

However, I’m unsure of the actual process of paying myself as a business owner.Here are some questions I’m hoping to get clarity on:How do you legally and practically pay yourself from your Airbnb income?

Sandwich LO are even better.First and foremost, NEVER combine the two into one contract as the seller.This topic is a seminar unto its own, in order to fully explain what I wrote above, and to understand the why and how. 

How did you obtain the contracts for subsidized housing? 

Then in 6 months refinance into a conventional loan and you can exit the property legally. 

Your calculations should include utililies and repairs, legals, snow removal, etc.

Part of what you are describing is what they call an installment land contract.