BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

Often don't have to be licensed, but ask.If you are serious about all this, recommend getting your RE license AND pursuing NARPM courses.

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.

@Morgan TondreThank you for recommending me as someone who can help @Cole Dobbs

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

I don't have personal experience with it, but when the app was first developed, I contacted the developer and put the app through a fairly robust test usage to see if it's something I would want to recommend to my clients (I'm a CPA).I think the app is great for its intended purpose and I do recommend it to my clients now (and have for about 18 months now). 

How much are you being quoted upfront  Hi JonathanFrom what I managed to understand from reading countless BP posts and online, WY LLC have a unique blend of benefits that are favorable for R.E investors who are sole propietors.But I am happy to be proven otherwise if you have recommendations.

Quote from @Sarah Kensinger: I have never heard of her before but recommend a number of other STR designers.

I'd recommend either being in Italy for some time out the year, every year you have property here, or have someone physically here (like me!)

I recommend getting some help to make the process easier.