It is really your comfort level on how you want to ease into real estate investing.

And of course, expenses won’t stay fixed at $50,000 but for ease of math, let’s say they do.

The ease of use is worth it

I like it for the ease of filing and having one LLC and separate LLC’s under the main as you point out.

Furthermore, as you mentioned it can be good to take into account the ease of ownership and management of the property.

I am not very tech smart, and have not quite pulled the trigger on a short term rental yet (lack of tech knowledge is one of the things holding me back), but this helps ease the nerves a little.

Always remember, however, that there's (usually) and inverse relationship of returns to ease of purchase.

EMD is $35k, 10% is ~$150k and 20% is ~$300k)  I will wait until after the appraisal to gauge how much I need to be the bad guy.Once that's settled, the next challenge is scraping together the cash to fund the owner carry so it's not considered boot in my 1031 exchange.Overall feeling a lot more at ease with the deal now.

Platforms like Airbnb and Vrbo offer a lot of peace of mind and ease when you're starting out.

Consequently costs spiraled, the schedule got blown out, and tensions ran high.