Just like Flash, my advice is to stay with a stable version if you find it. It's not like they are rolling out cool new features every quarter.
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Should be. Plenty of ways to get the video in a proper format for iPad/streaming, EyeTV even offers some automatic conversion ability. I haven't used it myself, but I know some do.
My biggest issue is getting the content to TV's in other rooms. I'm in a townhouse so there's no way to run cabling throughout the unit to get an antenna signal to multiple rooms/DVR's. Otherwise I'd probably just buy Tivo units for each room. But if I can make this work with what I've got then that would be perfect. Then I'd just need to purchase an antenna and a couple of HDHomeRuns...