I started reading Daredevil with Shadowland. Would not recommend doing that.
Instead, I'd suggest a good starting point would be Frank Miller's work on Daredevil. It's pretty iconic, and I found it easy to follow despite knowing very little about the character. And try as hard as you can to get some of Bendis' run (look it up for the issue numbers, Comicvine lists them in an easy to understand fashion), but I've heard the first volume of it is out of print now, so don't kill yourself trying to find it.
As for Spider-man, I find the comics tend to remind you fairly often about who's who and what's what, but this is coming from someone who jumped onto the title at Spider-Island. Try Superior Spider-man, maybe- it's not Peter Parker, but it's still good.
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