After I hired StressLessWeb to do maintenance, I was impressed at how careful and thorough they were with the updates. They first updated the sandbox before updating my site.

That’s when I realized that, the way StressLessWeb was doing the updates, (1) takes more than a couple of minutes, and (2) meant that I would never experience my site being out of commission for a week (because they were being so careful to do updates in the sandbox first). So I felt very reassured about my business never being at risk of being impacted by updates.