Possible Clues:

• Military expert, say
• Long-term planner
• Expert in planning and setting targets first
• It's great new street -- result of one making long-term plan
• One finding ways to capture class soldier?
• Planner gets artist for redesign
• Planner to insist - get painting back
• I acquire skills being brought up on street, in general
• A calling for a beau in Augustan comedy
• Artist gets mucked about by planning authority