We have 7D as well as the wife on 50D. We also have the 17-55mm F2.8IS lens. Which is simply an awesome piece of glass.
Don't underestimate the 50D. We love ours, and the only reason I went to the 7D was I had a 40D and our old video Camera was MiniDv (720 x 576 resolution). Going to Singapore we wanted footage from Jurong Birdlife Park in HD. My choice was to either buy a HD Video Camera, or get the 7D so I could use the Canon Glass. So basically, I invested the $1K AUD in getting the 7D over carrying more gear. And it was the right call, as my video needs are very minimal. I'm more into Stills, with occasional video. So it was the right choice for me. I have some awesome HD video shot with a 100-400mm lens @400mm form the last row of seats on a monopod with no heads in the way of Macaws, Hornbills etc flying round in free-flight. I doubt I would have got as good with a dedicated video camera due to the distance.
For a pick up and shoot, the 50D has the Simple modes. Landscape, Portrait etc. Which are very handy for the novice. My missus loves the 50D for this, as she doesn't have to bug me for settings. The 7D has none of these settings, but to be truthful, it's not a huge issue, as you can set the C1-C3 settings to do the same as your 3 most used settings. So I have a sports setting, a landscape setting & a portrait setting of my own choice. Just have to remember which settings which.
The 50D was a big step up from the 40D, as it offered a much better LCD screen, MA adjustment, and can shoot in RAW even for all the simple settings (yes, even the green square!). While the 7D has a Green square as well, the only way I'd see using it is if I had to hand it to someone to take a shot with me in it at a moment's notice.
I have no regrets with the 7D, but I must say the jump from 10Mp to 18Mp took some getting used to, as the higher pixel density means it's not as easy to get a really "sharp" shot, and to get used to an image looking "soft" at 100%. As well as having to
think about every shot as there wasn't a simple setting to slack off with. But it was just a case of spending some quality shooting time with it. It's much better frame rate, AF system etc has made me never regret buying it.
My thought's might be towards finding a s/h 7D and the 17-55mm lens, as if the whingers are to be believed there are people that regret buying the 7D so there should be some sales happening. Because if you could get a s/h 7D for about the same cost as a new 50D, I'd go that way for sure.
For me, it was the occasional need for HD video that tipped the favour for the 7D. Take that out, and the 50D would do fine. Bottom line is we all chip in with the
+ and - and you make the informed decision that's right for you.
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The Aussie Viking