Possible Clues:

• 'Little time for this for a lesson, by the sound of it (9)'
• Reduction in size
• Contraction
• Downsizing personnel occupies founder over long period
• Psychiatrist mature after loss
• Loss of silver after end of work in holy place
• Loss making psychiatrist mature
• Learned about hard expanse of ice lessening
• Asking her to get loss by wastage
• Asking her out might mean a loss of business!