Jupiter in Cancer comes into its own where the work is bound up with people, home, families or care. I'd call it the least public of the Jupiter placements: they don't tend to push for the big stage, and they're more at ease as the wise grown-up inside a smaller circle. They make strong teachers, psychologists, midwives, paediatricians, family doctors and family solicitors. In business they tend to settle happily into the restaurant trade, hospitality, property, and any project where expertise can be wrapped in a warm atmosphere.
Careers here are nearly always built on personal ties. Cold competitions and polished CVs rarely get this placement very far; what moves them forward instead are mentors, old coursemates, neighbours, a friend's relatives. I often watch a role arrive over dinner at a mutual acquaintance's table rather than through a formal interview. That isn't luck in the fairy-tale sense — it tends to be the natural return on years quietly invested in people.
Growth tends to run through making a space of their own: their own school, their own consulting room, their own restaurant. Physically creating a home for their expertise to live in seems to matter to them. A career inside a large, cool corporation is possible too, but it usually costs more energy and tends not to last all that long before the pull towards something more personal takes over.
The main risk to watch is burnout. When the work becomes an extension of mothering, the person starts carrying their clients' and students' feelings home with them. What tends to help here is a firm separation of roles and a steady habit of looking after themselves — otherwise a generous Jupiter can quite quickly turn into someone run ragged, with no one left to look after them in turn.