Okay, I think this is the way I'm going to go. While I value everyone's suggestions, and having water flow coming from two separate areas would be cool, I think keeping it as simple as possible is a pretty high priority for me.
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This way I only have one pump to deal with, and since my power source is slightly beyond the top-right corner of this sketch, it keeps the connection relatively short. The pump will force the water through the bog filter, and from there, gravity will do the rest (hopefully). It will come out of the bog, feeding the waterfall off the berm, then flow through the wider pond, down the stream, over the negative edge, from which it will be pumped again to the bog. I'll take the advice to dig a little deeper - perhaps 3 to 3 1/2 feet in the wider pond, add some smaller fish, and hope they don't go over the edge. I could see the potential for some dead spots - mainly in the bottom right or bottom left corners, but I guess if need be I could add rocks to divert the flow into those sections.
Does anyone see any glaring issues with this plan?