Many kids find jobs through their parents, says Sum. Check your address book for anyone who might be willing to hire your teen. Then have your child rehearse a script with you before he picks up the phone, as in: "My mom is in your book group and she suggested I ask if you could use some help with your landscaping business." Also help him develop a good follow-up line, which is important because many teens will feel shot down if they hear anything other than an enthusiastic "You're hired!" Explain that he should create an opening for future conversations by saying, "Thanks for taking my call. Let me give you my number, so if things change or you hear of anything else, you can contact me. And is it okay if I check back with you in a week or so?"