But I also understand that at the end of the day with property and auto insurance it comes down to what do you want to afford? 

It was fine at tracking revenue and operating expense per property, but did not have a way to account for expenses like advertising, the cost of the buildium software, referral fees, phone service, mileage or auto expense etc.  

Next to that auto-calculated due date is a blank space where we will fill in the ACTUAL date the task/action item was completed and any notes we need to add related to that item.

l'm looking into a house in excellent location, unfortunately right next to a small gas station/auto repair shop.  

if the tenant has not self employed and has a job id say have the tenant enroll into an auto payment program. sounds like the tenant just has poor money management. the US government used to have a terrible time collecting taxes when it used to have citizens pay up once a year but as soon as they started deducting taxes straight out of pay checks their financing problems went away.  

Shouldn’t the term auto renew unless terminated upon notice?

Here are areas I recommend: Austin; Roseland; South Chicago, South Lawndale, Hedgewish, East Side, New City, West Pullman, Chatham, Humboldt Park, West Garfield Park, Chicago Lawn, Gage Park, East Garfield, Little Village, WoodlawnSome of the areas above are not for the those with weak hearts, but opportunities exist.

Otherwise, as you get in over your head and problems never seem to stop coming, it can ruin your life - personal & business.There's not much in this business you can "auto-pilot". 

@Kristen L Garner an umbrella insurance policy is an additional policy that gives you added liability protection above and beyond what your home or auto policy provides.

We stuck locally did the bulk of the work upfront and now have things on auto pilot.   6 years in without 1 single missed month of rent across all of our units and high income tenants paying top rents.