I keep my handyman fairly busy with routine repairs.I started out with a fairly boiler plate lease.

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).

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

Sometimes you have to get uncomfortable.

Qualifying for a down payment assistance program could be a potential opportunity to really get started; however, a huge part of me is skeptical/uncomfortable with paying an additional interest rate from the Downpayment Assistance, on top of the mortgage interest every month.

It's uncomfortable, but compared to door knocking it isn't too bad. 

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.

We are seeing a covid compressed inventory as sellers are uncomfortable to list, while buyers were startled only for a few weeks.I post a monthly market update video for Milwaukee and you can go back to March and see how things unfolded: there was alot of uncertainty in March, but you can see it very clearly in the buyer foot traffic data and the price development.