Scaling the Team (This post was requested by my long-time Board member Fred Wilson and is also running concurrently on his blog today. I’ll be back with the third and fourth installments of “The Best Laid Plans” next Thursday and the following Thursday) When Return Path reached 100 employees a few years back, I had a dinner with my Board one night at which they basically told me, “Management teams never scale intact as you grow the business. Someone always breaks.” I’m sure they were right based on their own experience; I, of course, took this as a challenge. And ever since then, my senior management team and I have become obsessed with scaling ourselves as managers. So far, so…