If security and consistent cash flow matter most, paying off the STR could provide a strong foundation.Just some things to think about based on my opinion. 

My PA lease has specific clause on the second matter of your question. 

The core problem is marketing.Marketing 101: Target the right audience with the right message.Here’s the truth: it doesn’t matter how much ketchup you put on a baby-cow burger—vegans won’t buy it.

No matter whether your Rich or poor, city or countryfolk.

If the trust holds the insurance, it shouldn't matter.

you can always call or email the tenant in regards to this matter. i personally smoke as well and just would want my tenants happy and not feeling accused as its a big problem with a lot of tenant v landlord situations around the country. you can always say you got a report of the odor of weed and was just verifying the smell with both tenants on the property. you can restate your conditions with smoking. you can always ask if they are legally able to do so as well (meaning medical card). depending on how you want to handle it, if you want to make it a legal warning to the tenant as well, you should write a written letter sent by mail stating you got a report of weed and this is a written warning in case this a problem down the road, you have evidence to show the court if it gets to that matter that this is not your first occurrence. best of luck!

Unless the designer has a good social/online footprint with designs I like, I would think twice before hiring them no matter what others say.  

There are a lot of good things about Wyoming LLCs, but the favorable Wyoming laws don't matter as much because the state you are in will apply the laws of the state the property is located in. 

@Andreas Mathews,Good for you at looking to make a change no matter the age.

Away from the coast, no hurricanes, fires, floods - we don't even have snowstorms anymore.People can deny climate change all they want or blame it on sun cycles, and frankly, it does not even matter, the reality is that insurance cost will force the issue.You can try to rebuild and you can put houses on stilts in flood areas, or fortify them against high winds and fires, but that makes it expensive.