Luckily it is fee simple and I would need to read up on the HOA by-laws.

This is simple math to figure out when they become destitute unless they change their cash flow.  

It can also capture damage to the property for which the tenant will be responsible so they don't claim it was in that condition when they moved in.

As someone who started with very little help, I think your tech stack is one of the best things to focus on, to keep everything clean and simple.

My top reasons are:- Current income- Hope of price appreciation- Vacation home to go to- Store of value/hedge against inflationOne other reason for me that I am not sure is captured in the original list is that STRs is what my market gave me.

This is simple, as there is no gain.

Use professional photos and consider drone shots to capture the beauty of the property from above.Create an Inviting Outdoor Space: Set up comfortable seating areas by the lake or on the deck.

The more you customize the software, the harder it is to maintain and you end up with vendor lock which in simple terms you are at the mercy of your developer(s) as they are creating custom code that is difficult to maintain without them. 

Theresa, I actually re-did the entire quote with realistic labor times for the ones that were simple enough to use common sense.

Networking is simple.