Stupidity: Jeff should have just locked Red and his crew in the cellar using the key that Arlene used to open it. Instead he barricades it just so Billy could ultimately get access to it. Had Jeff locked it with the key and then taken the key with him, Billy wouldn't be able to free them. Jeff could have then just called the cops and told them where the kidnappers were contained, and then maybe later Billy could just get arrested.
Suggested correction: Jeff does in fact lock the cellar with a padlock and key. Billy opens the lock somehow off screen, either by using the tools present in the barn or using a spare key.
Character mistake: When Barr denies giving Jeff's wife a ride, Jeff says this was in the last half hour or so - but considering the time it would take the truck to go to Belle's (5 miles away), the wife to call a tow truck, back from Belle's, then Jeff waiting extra time, then fixing the jeep, heading to Belle's, the time he spent inside, then driving along the road until he saw the truck would in no way be only a half hour...more like an hour or two at best.
Suggested correction: Jeff is obviously in distress because he can't find his wife. Is it not possible that because of the stress he's under, the amount of time that has passed is different for him? Besides, we know the wife never made it to Belle's. Later, we see she's been transferred to another vehicle.