I think this is the gift and the curse of a still emerging asset class (short term rentals) - as it becomes more "institutional" i.e. more like commercial real estate with more sophisticated buyers then financials and systems for this will likely become more streamlined and stable, but we are still in a place where the buyer pools are more newish investors or typically residential basic investors, so not has experienced or sophisticated evaluating investments based on a detailed financial analysis like more seasoned commercial investors likely would.anyways, just a guess on what might be going on here

But you need to learn all about landlord/tenant laws, how to do basic repairs, know what average labor and material costs are for common projects. learn about payment systems, how to interview property managers, tenants and handyman services, build a team of realtors, contractors, title, hard/private money lenders, inspectors, appraisers and soooo much more. 

You remodeled it at some point and added a new roof and HVAC system and that was all in for 50k.

Its one thing to have an opinion, but I would not want biggerpockets to have a chatbot to answer those questions (nor would I assume they want the liability).Within your comment lies the more reason for AI powered fact-checkers and flagging system that can flag bad and good advice.

Hello everyone, I’m interested in hearing about which systems and technological tools you use as real estate investors as part of your work, and how you use them.

My current focus is on doing my first flip or live-in flip here, and I'm eager to learn from those with experience in this space.I'm particularly interested in developing solid systems and strategies to achieve long-term financial freedom through real estate.

Whichever way you go, do your own taxes or get a CPA, make sure you have a good bookkeeping system for each rental and I'd recommend getting a business checking account - when I had my rental income and expenses mixed in with my personal account, it took a long time to sort through which was personal and business (rentals) with pages of bank statements. 

Become great at systems and processes because that is really the only thing that makes investing work consistently.  

However, bonus depreciation doesn't apply abroad; instead, the Alternative Depreciation System (ADS) with longer periods is used.The Short- Term Rental Loophole Explained (biggerpockets.com)

There are better systems for under 5% of that.