Aside from his immediate family, Milby did not grow up with many Filipinos around. However, he was no foreigner to his mother’s homeland. He, along with his family, had visited the Philippines several times before. At one time he did take a shot at Philippine showbusiness. But pressing personal matters then prodded him to return to the States.
On his March 2005 arrival in the Philippines, Milby decided seriously to pursue a career in showbusiness and modeling. At that time, he temporarily stayed with relatives in Bulacan. Every day, he took the bus to Manila to answer casting calls and auditions for modeling. Results were not always encouraging, but his tenacity yielded some results when he landed bit roles in certain ads. Then came a big break from Close Up when he starred as the lead in their TV commercial with Philippine Sweetheart Neiz Kangleon.

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