Hey Alexis,Annual rental residential management and short term (vacation?)

Not all debt is bad — sometimes short-term loans help reposition a property for stronger cash flow.Examples include:• Using bridge loans to renovate before refinancing• Stabilizing rents before transitioning to long-term loans• Leveraging interest-only periodsHow have you used short-term financing to strengthen long-term ROI?

For some reason I can't get any photos to upload in this thread, sorry!

I also help clients upload documents to their portal, or walk them through comps.

I ask because I have family that owns in Hawaii and switched gears and started buying in Florida due to the better puchase prices and Short term rental markets picking up. 

The short answer is yes in my opinion.As you say the great properties in great areas are always going to do well.The "Airbnb" type properties (Ones not good enough to do well on Vrbo) are going to struggle unless they have something going for them like being close to someplace like a hospital, university or are very walkable to something interesting. 

If you have a system to upload without spending too much time I would upload it but if you have limited time it may not have a great ROI at this time

And upload photos of discrepancies for contractors? 

@Michael Ochoavery short answer: no, you're not ready yet. 

I also upload all of the breeds my insurance won't cover, so in the event a potential Tennant uploads documentation that matches one of the restricted breeds, they're automatically disqualified.