In general, how do other out of state investors keep on top of routine maintenance?

I routinely underestimated the work because I always told myself "if it ends up more expensive, I'll just do it myself to save some money."

However, if I don't manage to do that routine certain days, I also don't beat myself up.

Nearly Half Of Americans Consider Selling Home As COVID Crushes Finances  Tyler Durden Sat, 06/20/2020 - 22:00As the virus pandemic has metastasized into an economic downturn, tens of millions of Americans have lost their jobs and are struggling to service mortgage payments.New research offers a glimpse into struggling households, discovers out of the 2,000 American homeowners polled, over half (52%) of respondents say they're routinely worried about making future mortgage payments and nearly half (47%) considered selling their home because of the inability to service mortgage payments.

For more tactical advise on daily habits, check out Miracle Morning and the highly touted SAVERS routine. 

Also, if you are routinely making low offers (like I am), you just have to accept that you're going to have a very low hit rate. 

If you're going the umbrella insurance route, make sure it will cover you for several things including just the routine slip and fall (like mold or earthquake).

Schedule the routine pest control as an exterior treatment. 

I have also asked the same question to some other forums and most people would agree that, small routine questions are uncharged for.

Courts routinely tell Condo HOA's that they can designate building as non rental building.The idea that a HOA tels you that you cannotI look for properties where the HOA fee is no more that 8-10% of expected rent and expense it off for what it is Pre-Paid Maintenance and Capital Improvements.