I've been on a Minimed pump for 9 years, and it is very easy to use, and I really like it. I chose it initially because it's the one the doctor recommended to me, but I've never regretted it. I had the first one for 8 years before it finally died and Minimed sent a new one overnight. I like it better than the Omnipod because the portion that's attached to you is actually about the size of a quarter, and I can remove the pump and tubing to shower or swim. I have a friend who recently started with the Omnipod and he said he chose it because he didn't like the tubing, but I know he has knocked it off more than once, and when that happens you must attach a new pod. Make sure you look into all options because once you pick one, that's what you have for 4 years. Also, the Minimed pump does have a CGM available now, which I'm also using. As I understand from my friend, Omnipod says they're 6 months away.
It's no easier or harder to monitor blood glucose when you're on a pump over shots; you still have to test. A Continuous Glucose Monitor (CGM) working with a pump makes it a little easier, as long as it's inserted properly, calibrated properly, etc. It just takes practice. It is definitely easier to achieve better control with a pump. I still remember when I was taking long-acting insulin I could easily talk myself out of testing. I figured, "What's the point? If it's high I can't really take more insulin at odd times because it may interact with the long-acting insulin already in my system causing me to crash later. If it's low, I can feel it." With a pump, if it's high, I can take a corrective bolus without taking another shot, and at least it doesn't have to be high for long.
I insert the needles (which come out, leaving only a small tube under the skin) in the abdomen or the back of my hips. The Medtronic Minimed pump has insertion sets that I use that go in at an angle instead of straight, (they're called "sillouette" sets) which work well for children too. This helps prevent hitting muscle if you don't have a lot of fat to work with. Make sure Omnipod inserts comfortably. I think they'll all let you try them out, and when you're making a four-year committment for a child, you should really do that.
Hope this helps!