Even a government with multiple satellites would be hard pressed to see everything all the time and the really good sats he either wouldn't have access to or have deliberately degraded imagery.
No, unless I forget like last week I'll make the long trek to roll the thing to the street. It's about the only time I hate the length of the driveway.
I had a friend who lived extremely well with no apparent means to do so. When anyone would ask he'd say, "When you need to know, I'll tell you."
The answer was simple. He stole lots of money.