I am wanting to start investing in STR acquiring or developing the real estate. I think Bend is a top place for STR as there is multi-seasonal demand and is a city with a lot of growth. Problem here is, apart from the...

In my opinion housing pressure in Dutchess, Putnam, Orange, and Ulster county you will continue to see price increases in the long run ( value ).

I don't know 100% if this is the smartest decision or best decision long term, but that is why I am here trying to learn and understand. 

Together, we negotiated favorable terms with the seller, ensuring a beneficial deal.

Key features we’re looking for include:1.User-Friendly Interface: Easy to set up and use, as we want to minimize the learning curve.2.Automation: Capabilities for drip campaigns, automated follow-ups, and segmentation based on investor interests and engagement.3.Analytics and Reporting: Detailed insights into email open rates, click-through rates, and overall engagement to help us refine our approach.4.Cost-Effective: We’re a growing business, so we’re mindful of costs, but we’re willing to invest in a tool that offers great value.What has worked well for you?

Together, we negotiated favorable terms with the seller, ensuring a beneficial deal.

I work with The Short Term Shop and they specialize in helping investors purchase and learn to run and manage their str's. 

My non-laywer advice is to get that thing refinanced and read the mortgage docs before you close and abide by the terms of the contract.

What's a fair amount, well that depends on what this is actually costing you in terms of actual expenses plus the time and hassle involved.

If you can find the right tenants and live there as long as possible to make sure care is given to the space, I believe that will go along way.