It sounds like you've got it rigged right. Mine was a bit of a pig for the first few sails, but it's much better now. As Robi suggests, go wild with some silicone lube and it'll get better once it has been in and out a good few times.
I've got my retrieval line through the grommet in the middle of the tramp, rather than to the block on the back beam. I find this somewhat easier, not least because I can look where I'm going whilst snuffing.
Main: yep, that's definitely missing a grommet (and a block)
Jib: Yes, the velcro goes round the forestay (see attachment). I no longer put the blue rope inside the flap, as it causes it to come unstuck. Also, I've no longer got the bit of yellow rope you can see at the tack - it's straight onto the shackle.
