How can I configure my miner for two pools simultaneously?
You can use the cgminer -c (config option) to add multiple pools and set up quota system to mine a certain percentage on each pool.

From the CGMiner Readme:

"pools" : [
        {
                "url" : "poola:porta",
                "user" : "usernamea",
                "pass" : "passa"
        },
        {
                "quota" : "2;poolb:portb",
                "user" : "usernameb",
                "pass" : "passb"
        }
]


Will assign 2/3 to poolb, and 1/3 to poola.