4. Schedule work for the winter. Contractors are generally very busy in the summer but might be willing to give you a discount if you schedule work for the winter — at least here, in Philadelphia. It may be different in a warm city like San Diego. Ask your contractor when work is generally slow and ask for a discount if you postpone the work until then.5. Be nice. If you treat your contractor and the staff respectfully, he will remember this when the opportunity arises to go the extra mile for you.6. Be 'good pay.' A client who is "good pay" is one who pays when the contract stipulates, without needing to be reminded or convinced. This works similar to the previous tip: If the contractor feels that you are not the type to try to stiff him, he will be more comfortable going out on a limb for you.