You're going to have a terrible time getting conduit run through the soffit and over the top of the wall in the attic. Try this instead. Run the conduit up the exterior wall and through the hole in the soffit. Push UF through the conduit and when it hits the bottom of the roof, it should go over the top of the wall. Make yourself a hook so you can grab it in the attic and drag it over to where you can work with it. I've done similar quite a few times only, and I'm probably gonna get beat up over this, I put the UF through the hole and get everything run, then I go back and slip the pipe over the cable. Yep, I'm a hack that doesn't follow the code to the "T". And yes, you have to be under 6'7"