I'm in the Texas market and I really never went back to some HML who were not patient with me when I first started... even after I explained it was my first rodeo.If you can find a group that is willing to give you feedback on how they will underwrite in your market, then you've found a solid win-win I think.

Both tools work, but let me explain what they actually do and where most hosts get it wrong.THE BASICSPrice Labs (and Beyond Pricing, Wheelhouse, etc.) set your accommodation rate based on three numbers: min price, base price, max price.

What you've explained here was certainly one of my thoughts.

If they push back, explain that the cost is minimal and that it also protects their belongings in the event of something serious like a fire or storm.

However, my high expectations/standards also explains why my last purchases were 4 years ago. 

@Ryan Coon I agree that the solo 401(k) is a great wealth building vehicle and you've explained it well.

If they do it does not hurt to put an offer and just explain how the numbers work.In terms of market.

Its what I try to explain to my STR clients who are super stressed about spending money upfront for intentional curated STR design — its not your home — its a hotel property that deserves such.

Talk to him and explain that he will be paying to replace them when he moves out. 

I think it would be helpful to sit down with them and explain that your mortgage is still due, the taxes and maintenance bills still need to be paid, etc.