I never thought to do the hold the halves and dollars... but that's because they're nasty when they come out of the ground. nothing special for me there.
I've rolled many many times, and then deposited (it's how I fund my eBay 1800's coin habit), but then my bank stopped taking my dirty coins... and so I started taking them to work and shoving in the vending machines, and hitting "eject" and it would kick out shiny new gold dollars (I know, right... despicable me), then I would take those downstairs to the bank (I have a branch at the office where I work, making it super easy)...
But then I stopped caring that much, and realized, I could just trade out cash that I would have spent on Amazon, and deposit THAT into my account... and then just spend on Amazon like I normally would. It was all about what was most convenient.
As for keeping stuff until I retire, I buy 5 silver eagles every year with my clad, as part of my "investment strategy from metal detecting," so that's pretty much more than covering my dollar coins and halves...
Thanks for sharing how you do it... it's always interesting to see how different folks handle the clad.
Cheers,
Skippy