As a driver's helper this season, I probably ran across 20 to 30 little gates like this on the route each day. 95% of the time, it's just a small latch-gate, I would open it up, and walk five to ten feet to the front doorway. Only a couple of gates would be locked up (usually tall ones), if it was a small and/or light package (envelope, couple of pounds), it was easy enough to toss it over the top or slip it underneath. For heavier packages, or boxes that sounded "fragile" we would just leave it outside the gate.
And then at the end of the route there would be a couple dozen stops where there were driveway gates - big houses on multiple acres. But the driver had worked the route for over a decade, and knew what to do with each and every house on the stop - which ones had gate codes, which ones to use the call button, which ones to leave at the front gate, outside the gate, inside the gate, which ones he had to drive all the way up to the house, which ones would send a servant down to pick up the packages, etc. Each one had a different preference.
Yeah, the video does not tell the whole story - who knows what was inside the box? What if it was one of those DirecTV boxes, which contains nothing more than the cardboard to return the DirecTV unit? Or clothing?
Even so, I was instructed by my driver to handle packages a little more...gently. However, I'm not so quick to judge based on just the video. One interesting point - if the timestamp on the video is correct, this was taken in 2006, right? Why the video now?