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The best book on selling complex items like software that I have ever known, I got from the best salesperson I ever met: the book is

  Neil Rackham: Spin Selling


Second vote for Spin Selling from me. Spin Selling is a must read for anyone doing long-term sales-- in particular, selling software that has a long sales cycle like a year from the time you get a prospect until you close the sale. But it has other key concepts for smaller software packages too that you'll find useful if you're doing something smaller.




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