Between it  and chain, both last a long time and require little maintenance, but the vinyl looks so much better and is more functional by blocking visibility. 

HUD loans will take drastically longer (I've never used one personally), but there can be benefits to using these loans if you're a long-term owner.The interest rates in your Key Considerations seem very low for agency loans and they're definitely low for bridge loans. 

I've helped 6-7 different investors move money from Oregon to Wyoming in the last 15 years and they are all happy they made the move.Consider finding a market that has a better long-term outlook, economically and legally.

Quote from @Ryan Raven: You can usually be a property manager without a license as long as you are a direct employee of the owner.

@Michael Whitman very good point and something to check on ahead of taking the loan.

You should think through how much this will cost with architectural drawings, a good GC, etc.

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

A big reason is the OO requirement to rent the JADU as its own unit,good luck

We invest in Idaho, probably the most landlord friendly market in the country, had good luck there. 

It may seem easy to jack up rent but there is something to be said about good, on-time paying tenants.As an accountant, I always rely on the numbers.