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Men with box helping in stage management (10)

Jockey wrapped around pole with flashy tart (10)

Men... has 13 letters - Orchestration (OR= men, chest=box, ration= helping).

Jockey... Vinegarish (tart, I don't know how the rest works)

PS. It's slightly easier to help if you give clue numbers.

jockey - Vie
pole - N
flashy - garish

Vie around N, garish.

Thank you Malone. Now you've told me it's vinegarish I have worked it out. To vie is to jockey around n for North and flashy means garish.