We hired our first employee in our sales department at the moment when I couldn’t personally handle all the sales inquiries our growing web agency was getting. It was 2008 and we were a six year old company with seven employees (the three of us co-founders included). We were three programmers, two designers and two of us in sales / marketing / business.
At that moment, I was personally handling 90% of all sales work (my other of the two partners was handling the remaining 10% in another city). I remember writing up to five sales proposals daily, of which three to four were for new clients.
The first person we hired in sales was hired as a sales junior and I became his sales manager. He was in charge of answering phones, talking to prospects about their needs and writing sales proposals. With time I let him go to sales meetings. He was handling smaller sales opportunities where there wasn’t so much custom software development. With time he was taking on more and more complex tasks and projects.