The difference with "Flawless Raider" is that everyone has to be flawless. You really do have to set out with that goal in mind. I don't mind dying, and especially on NM I play super sloppy because I use that as a chance to try new things. Hard is too hard for Flawless, and Normal you have a good chance of people goofing off.
That said, it's not too hard of an achievement. Get Drizzay on your team and don't use rockets or trip mines.
Yeah I understand that. I honestly don't see myself going for that trophy any time soon, as I'm still relatively new and make silly mistakes all the time. (screw those holes in the dark tunnels in CE!!!) I'm more inclined to not actively seek it out because I know the whole time I'd be overwhelmed with the worry that I'm gonna be that guy that dies near the end to something stupid and ruin it for everyone. I'd be so worried about not screwing up, I'd screw up because of it lol.