Never used software.

It all boils down what you can demonstrate should you get audited. 

I personally found this software a lifesaver.

However, full site visits, though more expensive, maximize tax savings by capturing every depreciable asset and offer better audit protection.While online studies may be suitable for simpler properties, full site visits are ideal for complex or high-value properties.

Hey Ashley So I would invest in a software like prop stream. you can make a list of landlords pretty easily with a software like that.

I'm tempted to do what many have said which is to just use a debit card, but I get 2% back on a CC, which is not insignificant when managing dozens of vendors, and I really hate to change a process that's working because the software I chose is lacking a basic feature.  

What softwares are you using?

But. that short of a hold period would be suspect by itself if ever audited.  

I have totally given up on Quickbooks though it remains the best accounting software for the non CPA type 

@Kenzer Hodgson For your STR, an umbrella policy can provide liability coverage, but an LLC offers additional asset protection by separating your personal and business assets, which can be valuable in case of lawsuits or audits.