Older Sister: Rebecca Calloway-Marks (30)

Occupation: Attorney specializing in Property Law

Description: Smart, sleek, and unflinchingly direct, Rebecca married young to another rising legal star and now works high-end real estate contracts in Miami. She’s fiercely intelligent and loyal to her family but often critiques Jessie’s “artsy, offbeat nonsense.” Still, she has secretly helped him with zoning hurdles and liquor licenses more than once—discreetly, of course. She refers to Jessie as “our family's spirit animal,” usually with affectionate sarcasm.