Founder
In month four of our company we did not know whether to focus on small businesses or mid-market. We had ten customers in each segment and the data could be read either way. Waiting another quarter for cleaner data would have cost us our runway. I picked one — mid-market — but I structured the decision so I could find out within sixty days if I was wrong. I committed two of our three salespeople to mid-market and kept one on small business. I picked three signals I would track: average contract value, sales cycle length, and gross retention at sixty days. If two of three signals were worse than expected by month two, we would flip. They came in ahead of expectations. We pushed harder into mid-market and that became the wedge for the company. The decision was not certainty — it was a bounded bet with a clear off-ramp.