Professionally, this placement opens up wherever there's a personal figure, an authored signature and a visible role. The stage, directing, teaching, public speaking, creative leadership, a face-of-the-brand position, fashion, media, anything where the work carries a name and that name can be yours. In my experience the Leo Sun is strongest at the moment they stand at the head of their own thing and make decisions whose consequences will be tied to them by name. When such a person is one of ten interchangeable hands in a nameless structure, they either gradually go flat or start staging scenes — if only to remind everyone they're there.
A corporate career suits them along a particular path. They climb fast on the early rungs, because they catch the eye of the people above and aren't shy about showing ambition. On the middle levels — where you have to fit into the politics and be a team player with no personal visibility — they often stall. The ones who keep growing tend to move into roles with direct contact with the public: commercial leads, faces of a brand, speakers, heads of a direction. The ones who stay in nameless operations eventually tire and head off into their own venture, or into an adjacent field where there's room to be an author.
Money, with this Sun, is earned visibly and spent just as visibly. Image, home, travel, presents for their people, status purchases — for a Leo these aren't a whim but part of the way of being in the world. Hard economising goes badly, because it's felt as a squeezing of the self. Their own venture almost always pulls at them, and it's often built around personal authority: a school in their own name, an agency, an authored product, a private practice. I'd put it like this: the single most useful career skill for this placement is learning not to hand the authorship of your own steps over to the team or to circumstances — and at the same time not to claim other people's credit, because either one undermines the figure just as badly.