To outsource sales, you want to ensure that the salesperson is as passionate as you are about your business - otherwise you risk losing your good name. If they have that energy, you can train them on how you like your sales relationships managed. College students are excellent as they have the basic skills and are not set in their ways in terms of sales management.
IMHO there are two components of sales - strategy and execution. One is what you feel you are best at - the relationship side of things. The other is what you said you have problems with - talking about money.
The first part is hard to outsource and quite frankly, if it`s key to bringing revenue in, you want to maintain control. Since you are freed from the tension of discussing details, you will probably increase your productivity in this area.
The execution side, which includes talking $, can be comfortably handled as long as you provide the parameters. Sales people that I have worked with like to negotiate, feel that they`ve added some value and solved some problems...basically contributed in some way. We all like this don`t we?
nGenuity`s suggestion of documenting processes will help with your comfort level on outsourcing . The more you know, the better you can articulate your standards, terms and conditions. The salesperson gets a template or guide that will ensure s/he is consistent. When challenged, it is easy to say that this is company policy or that they have to check with the boss. An added benefit that is often hard when you`re the one doing the negotiating directly.
A good idea is a good idea NOW![sup]TM[/sup]
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