I've been on companies that did the opposite from going small to big. They started big, very big, with Fortune 50 costumers. That meant they hired a small but very specialized sales team with the right connections very early on.
Because the burn rate was very small (due to needing just a few engineers and employees and a small infrastructure) and the sales cycle took months, we could easily develop a strong product with the requested features, and then it turned out when we moved down to medium and small businesses most of the features were already in place all we needed to focus was on scaling the architecture.
Plus, big costumers pay very good and are loyal as long as you don't cause them headaches.
The only downside of this approach is if we hired the wrong sales people, the company would never take off.
I've been on companies that did the opposite from going small to big. They started big, very big, with Fortune 50 costumers. That meant they hired a small but very specialized sales team with the right connections very early on.
Because the burn rate was very small (due to needing just a few engineers and employees and a small infrastructure) and the sales cycle took months, we could easily develop a strong product with the requested features, and then it turned out when we moved down to medium and small businesses most of the features were already in place all we needed to focus was on scaling the architecture.
Plus, big costumers pay very good and are loyal as long as you don't cause them headaches.
The only downside of this approach is if we hired the wrong sales people, the company would never take off.