The best overall pocket-hole jig is the tried and true Kreg 720Pro. Kreg is a storied brand working since 1989 to perfect its pocket-hole jigs. While Kreg has been patenting jigs since the 90s ...

The K4 Pocket Hole Jig, for instance, has three slots and a built-in clamp, making it easy to drill out multiple boards quickly. That said, you don't need to buy a Kreg brand jig at all.