I still consider myself a newbie, but every day is a new challenge and learning experience once you take that leap.Key takeaways are educate like crazy, find someone that you can bring value to while learning the ropes, and after a while just pull the trigger.

Sure, it's unlikely to be A class property, but as long as it has been renovated and the major systems (foundation, roof, HVAC, etc.) are in good shape, it wouldn't prevent me from pulling the trigger.

Many landlords that are ill informed of their landlord tenant regulations frequently confuse late with when the late fee is triggered.

Sometimes information on Zillow is incorrect.I have yet to pull the trigger on a property manager in my area.

I am close to pulling the trigger on an old home with wood lath/plaster walls in rough shape.

Based on the permits, I got a visit from the property tax assessors office, by an assessor who was filling out an improvement checklist  to determine if the extent of improvements would trigger a reassessment of the house as new.

That will trigger a compromise and will get you into a property you don't want.

Pulling the trigger on the first one is a little scary, but it's time.

When established in the correct order the Land Trust doesn't trigger the same red flags with the Due on Sale as the direct transfer of a deed into an LLC, and the Land Trust can be created in such a way that your name does not have to appear on public record for the property - you can have your attorney sign for it as a "nominee trustee" until it is formed and then have it pass down to you after the signing is complete.This is a much more flexible system that works at large, but if you can find a bank that works direct and favorably with an LLC that is generally a bit easier (though your name will still appear on public record for that property.)This isn't legal advice, just my opinion as an investor.

I think you were a bit high on the rent estimate and a bit low on your vacancy allowances though, unless you have some other source you are seeing that number from.Let us know if you pull the trigger and good luck!