Further, people committing to a rental for 6 months or more tend to treat the furnishings with much more care than the 30 day stay tenant. 

Insurance is still an annual dog fight via my broker.Read your policy very carefully, consider replacement costs will probably be higher than estimatesResiliency is a requirement here.As far as sell or not....it'll depend on your determination to be here.This ain't the burbs of the bay area.Prepping for heavy rain right now.

Most traditional property managers don’t handle this setup due to challenges like managing tenant disputes, coordinating overlapping move-ins/outs, and the risk of Fair Housing violations when selecting tenants.

There's a reason that people try to buy properties off-market and that is because you can find sellers who care more about terms than maximizing returns.So start with a conversation: you already presumably have some rapport since it's your landlord and you've spoken before.

I kind of like the idea of wholesaling out of state leads, however, with subj to i would be VERY careful who you sell those to. 

Since you won't be close to the property, a PM will help you take care of everything from far away.

SPOA is an organization that I support. https://www.spoa.com/ Now I am very very careful when selecting tenants. 

And again, you'll get advice from posters that could not care less whether you follow it to the "T". 

Bigger Pockets is a great place to find a real estate tax accountant.A good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant who specializes in real estate taxation, business taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

@Joshua Tucker Building real estate on tribal land offers unique tax benefits, but it requires careful planning and collaboration with tribal authorities.