Complex sentence: He discussed his plans with a friend and off he went, two days later the friend asked him how much he had on PartyPoker expecting him to say he busted or had at most $30,000.
Split into simpler sentences: He discussed his plans with a friend and off he went. Two days later, the friend asked him how much he had on PartyPoker, expecting him to say he had busted out or had at most $30,000.