Depending on your debt to income, you might have to sell or have an executed lease to secure financing to buy the second home.

You have to complete Schedule E if you have rentals.You should check if the turbo tax premier version allows the filing of Schedule E.With that said, using a software like Turbo Tax will assume you to understand what is deductible.If you work with a tax professional, you are more likely to have an accurate return.

The trade off course for STR route is more management/cleaning of guests coming and going/risk of no bookings vs not needing to deal with long term renters months at a time if that once they move in.

My husband and I are approximately 6-12 months out from executing on our first real estate purchase.

Here's a list of things to track:- Formal lease application- Formal signed and executed lease specific to your state- Payment history (I recommend using online rent collection like Apartments.com, RentRedi, etc)- Maintenance requests and receipts- Accounting for all rental-related expenses (repairs, utilities, etc) The more you treat it like a business, the more helpful you are to your CPA come tax time. 

Has anybody successfully executed one?   

I have the knowledge and skills for contractor work as I have been doing handyman work for the past 10 years, as well as learning the roofing trade with a professional company.

In addition, trade policies have introduced new cost pressures, with a 10% tariff on Chinese imports raising prices on certain goods, though tariffs on Canadian and Mexican imports remain suspended until March.

The UAE market has continued to evolve, with various Emirates offering unique investment opportunities.Currently, we have a diverse portfolio of projects, including fish farming, stone trading, construction, and more.

Even marginal deals are trading at ridiculously low cap rates (lower than MF I might add).