You can't put NM in outdoor conduit that will be exposed to wet conditions. You also can't strip the insulation off NM and run that as individual wires. You can instead use THWN wires for the whole run from panel to device box. Yes, 2 cc'ts can share the same conduit. I don't have the code in front of me, so de-rating might be an issue.

OK I think I understand. See if I have it right?: Run two THWN circuits (10/2 for the 220V/30 amp and 12/2 for the 120V/20 amp)inside one conduit into a junction box in the attic. From that point once it is inside the house can I use NM from the junction box to the two locations? What kind of conduit would you use? Would PVC be OK?

Instead of 2 separate cc'ts, why not run one #6 THWN 6/3 cc't into a 60A subpanel located just inside the house, somewhere accessible, and then branch out from the sub using NM for your new cc'ts? It'll be cheaper and easier to do, and then derating will not be an issue. PVC conduit is the way to go.

Thanks. That makes sense...I do have a good location for the subpanel. Now I have to go back to the drawing board to figure out how to connect a subpanel to the main panel.

There's a very good FAQ on this board about subpanels. Find it and read it thoroughly. If there's something you don't understand, just ask.