If anything, it just causes major frustration. 

There's a different risk factor for those.Overall, I do feel like the highly experienced investors are underserved by lenders right now and that there isn't really a good product out there for them. 

My property manager handles minor events and I respond with decisions for major events such as a repair that exceeds $1K.

Once I have the majority of my bookings coming direct, I can then ditch the subscription model and just go pay per booking with VRBO, and not be too dependent on them or AirBNB.

No one ever need to enroll in a program or buy a product in order to get funding from us.

Obviously this will be my first time land lording any major hurdles or suggestions to research on this topic?

When you dive in to the Real Estate Securities side of things,  you'll find there is not a lot of public information available due to the securities laws and the requirement of securities professionals to learn about their client's financial goals before recommending products. 

Two kids and a major life change looming and I took the plunge.While I love doing they typical residential RE agent role, I really want to expand!

Once a property is under contract have it inspected to determine the current condition and life expectancy of all major components and appliances.  

I did two tours of the city, there's only one major downtown area but soliciting some help from local Property Managers would be able to help you to learn the streets and the general areas of where to invest in.