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Over the last 2 years that I've managed a short-term rental in northern San Antonio, I have experienced many small contractors that get so easily triggered, offended, and upset at me and my wife. 

⏳Small steps forward daily, not slowing down, and knowing it's a marathon, not a sprint.

Make sure not  to get caught in small stuff like loosing 200 a  month on investment property :) It will pay off in a  year if your location is good!!

I'll send a registered letter to the PO box of course, but hoping for fast direct contact.

We found the W 136th Ave deal through our partner, Ron Rowan, who identified the opportunity and brought it directly to us.

I currently have a STR, for which I would like to create a direct booking site. 

Yes, as Jaime mentioned reach out direct to companies like CRS and ALE Solutions and try and develop a relationship to have your property used for insurance placements.

Could be an absolutely gigantic cost and ruin the deal for you, or could be small.

You'd put all the revenue from the properties first then you'd put all the expenses associated directly with the properties after that CoGS(cost of goods sold).