he has an ex fiancee in ~heatherchandler, they were supposed to get married in may 2018, but she left him at the altar. so the other ex would have to be either after may 2018, or before they got together, and they were together for at least five years (and he was out of california from 2001 to 2012 minus a few months here and there). judging from her lines, they have a mutual friend in ~lochnessie (she's basically a surrogate sister to him). he was raised in los angeles, his father is the COO for the Dodgers, and his step-mom is a hollywood socialite/philanthropist that was raised in bel air.
if you'd rather do something different, i'm open to discuss!