Here's my recommendation for a great pocket hole jig. The
Kreg K3 Standard kit is a great starting point. Yes, a bit pricey at $75, but that particular model leaves room for expansion. Not only that but it includes a premium face clamp. I suggested that model because of the expandability (which I'll get to in a minute) and also because of the drill block itself. I think it's one of the better ones because it has 3 different holes for spacing a set of 2 pocket holes in a lot of different width materials.
As for the expandability, you can purchase the
Kreg K3 Upgrade Kit that turns it into the
Kreg K3 Master Kit. That's the one I have. I also purchased an additional premium face clamp, 2 right angle clamps, some screws, DVD's, t-track and support stops when amazon had the 20% off sale. I saved about $60.
I'd avoid the simpler kits. They just don't offer the flexibility of the more elaborate jigs. I know I'd be lost without my K3 Master kit.
Also, I wouldn't worry about spending too much on a pocket hole jig. Once you get one and see how quick and easy it makes putting projects together you'll likely be using it on almost every project. That's how I place value on a tool; rather than value it by its purchase price I gauge it's value by how much it's used. In that sense, even cheap tools can be valuable. My scratch awl, for instance, was only $5 and I use it on every project. $5 well spent.
I disagree that glue is a must with pocket hole joinery. The screws hold very strongly if the right kind are used (fine threads for hard woods, coarse for everything else). I'd still use glue too though. It doesn't hurt anything and adds strength. On their own, though, pocket screws are very strong.
Kreg's screws are made specifically for their system so I see no need to shop elsewhere for cheaper screws. They're priced low enough (around $20 for a box of 1000) where it would be a minimal amount of savings anyway. I stick to Kreg's brand and got all my pocket hole screws and items from amazon.com.
The main things to remember with pocket hole joinery are to use a drill that can reach 2000 or higher RPMs (this usually limits you to corder drills), use the right screw length for the job (1 1/4" is the most used as it's the proper screw for 3/4" material), use the right kind of screw (again, I recommend Kreg's brand of pocket hole screws) for the wood being joined (fine thread in hardwoods and coarse thread in everything else), and use the right clamps for the job. Kreg's face clamps and their right angle clamps are wonderful. Using the right type and length of screw is critical. I've seen some instances where drywall screws were used, the joint split and the user wonders why.

Hope this helps out some.
