I believe there may be special exemptions around a job relocation or other extenuating circumstances.

Hey Jason,I'm a real estate broker specializing in multi family property and also an investor. 

Many warranties cover single-family homes or duplexes, but for multifamily properties, you might need a specialized policy.

Many investors use wholesalers or real estate agents who specialize in investment properties, or they directly target owners with distressed properties.5.

It seems like every city, county, and state has its own rules, permits, and tax requirements for short-term rentals, and I’m finding it overwhelming to navigate all the different layers of compliance.For example, some places require business licenses, transient occupancy tax permits, or even special zoning approvals.

I was in the military ( making me a veteran now) and during my time in I shared all kinds of living conditions with strangers and friends.

Right now, land (unless in a hot market) takes a special type of buyer/developer to turn it into money, so you're better off finding the thing the people with the money want. land tends to sit a long time...

Building a relationship with local real estate attorneys or agents specializing in STRs in the area can save you headaches down the line. 

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.

In my experience, a property with multiple cottages and outbuildings can provide all kinds of creative strategies...some folks try short-term rentals or even specialized retreats if local regulations allow.