The founder, as the best salesperson, should always have a trainee shadowing them. This "double dips" on their time, turning every sales activity into a real-time training session. It's the most efficient way to transfer skills, duplicate the founder's success across a team, and build a scalable sales process based on modeling.
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A sales leader's value isn't in managing from headquarters. It's in being on the front lines, personally engaging in the most challenging deals to figure out the winning sales motion. Only after living in the field and closing landmark deals can they effectively build a playbook and teach the team.
A startup's initial salesperson should prioritize mirroring the founder's successful sales approach. Their job is to deconstruct the founder's "hook" through observation and trial-and-error, not to immediately implement formal sales processes, metrics, or a CRM. Success comes from successful knowledge transfer, not premature system building.
Founder-led selling is essential for the first 6-12 months but becomes a critical growth bottleneck if it continues. Founders who can't let go create a self-fulfilling prophecy where the business can't scale beyond them. They must be coached to transition from being the primary seller to an enabler of the sales team.
To fill her sales calendar without sacrificing her own time on manual outreach, Merge's founder hired a college intern. The intern's sole job was to research prospects and send cold outbound messages using the founder's identity, allowing the founder to focus only on booked meetings.
A founder's ability to sell is not proof of a scalable business. The real litmus test for repeatability is when a non-founder sales hire can close a deal from start to finish. This signals that the value proposition and process are teachable, which is the first true sign of a scalable go-to-market motion.