I can live with 司恩德 being my name with the fengshui connotations and the meaning of the individual character plus their use collectively. You have me beat on the FS score.
1 definitely, for the guys, Jack has been popular of late, just like Ka Shing in Hong Kong.
2 It must have been a hairy experience.
3 If you fancied her, she must be pretty. However many do pick out a nice-sounding name without thinking the non-Chinese connotations associated with that name.
Giving a non-Chinese a Chinese name has more flexibilities in the choice of the characters. You are not bound by a surname or the given name order/pattern dictated by ancestral family "book". This is not as common in China post Cultural revolution but is still used by many families.
All the SiMa's 司马 that I know have a singular given name.