2. Skills: a skill that may be more useful than building a plan would be the ability to close. Assign some leads and see if the person can actually close. http://www.youtube.com/watch?v=wVQPY4LlbJ4
3. Accountability: Often the worst part about great salesmen is that they are great salesmen. They will sell themselves and you on doing as little work as possible. A basic CRM to monitor his progress may provide an equal or better ROI than the salesman himself.
4. If you are short on cash, you can build a sales team on commission only. This book has a few ideas on how to set that up:
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