I have purchased 3 STRs personally in the last 18 months and have closed on at least 25 for clients in the past 12 months.  

I do not know how they are handling new customers verse the Midland existing customers.Regarding the customer service it seems the people I dealt with are still employed and only my "personal rep" as it were, was promoted and another took her place.

@Adrian Lammersdorf-SciollWhy does everyone want to chase strangers – and ignore their own personal network?

I want to make sure I’m as prepared as possible before diving in.Thanks in advance for any advice or personal experiences you can share!

While an LLC can offer liability protection and tax benefits, it’s not essential for a single property—personal liability insurance and an umbrella policy may suffice for now.

Market timing, properly acquired property, personal capital available How did you find this deal and how did you negotiate it?

If @Drew Sygit doesn't have a local person for you, I have CFO clients in KC, MO that have used this firm: https://propertyvaluationservices.net/services/protest-taxes...

I am personally working with about 15.

I will actually be up in NYC in April so we could also connect in person before you come down.

Quote from @Peter Tverdov: Think at least for the text standpoint it is challenging in this market now where I know personally 3 people that have been in lawsuits with one ringing in at $500,000 for cold text messages to people that did not want to be marketed to, so to @Jonathan Greene point on that for sure.I think that cold calling is a true skill that really no one (or 1%) will end up doing, and I 100% agree that VAs do not do it right..