Watch as Handyman Hal uses a roller to flatten pumpkins. Watch as tiny pumpkins become squashed into the ground, and large jumbo pumpkins are flattened like pancakes. Handyman Hal uses a road roller to run over pumpkins in this fun video. watch as Handyman Hal flattens pumpkins with this steam roller. All sizes of pumpkins from tiny to jumbo. Handyman Hal construction fun with roller.