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Companies often wait too long to hire for Sales Operations. Bringing on one person early to handle territory alignment, commission structures, and a 'sales constitution' is critical. This foundational work prevents operational chaos from becoming a speed bump when the company enters a high-growth phase.
The default solution for growth is often hiring more salespeople. However, the more scalable path is investing in leveraged functions like sales enablement. This involves codifying the knowledge of top sellers and making that learning programmatic to ramp the entire sales organization more effectively.
A common mistake for technical founders is to disdain sales and hire a leader to "figure it out" prematurely. Founders must first become the primary salesperson to deeply understand the sales cycle. Delegating without this knowledge leads to poor hiring, ineffective training, and strategic failure.
Marlyn Schiff’s first strategic hires were for sales, specifically to get into trade shows and secure orders. The founding team handled fulfillment until sales volume demanded dedicated roles. This "sales-first" approach ensures there is a business to support before investing in operational overhead.
When revenue lags, the common reaction is to hire more reps. This compounds the problem by adding cost to a broken system. The correct sequence is to first diagnose commercial maturity, then fix the underlying infrastructure like sales processes, and only then add headcount capacity.
Many companies mistakenly hire salespeople and then define their job and compensation. The correct sequence is to first determine the business need, then construct the specific job role to address it, and finally design a compensation plan that incentivizes the required activities before ever posting the job.
Contrary to waiting for a playbook, ElevenLabs hired its VP of Sales at zero revenue. The right hire is a scrappy operator willing to experiment and get their hands dirty. This allows the founder to transition out of founder-led sales sooner and focus on other critical areas like product.
To build a scalable enterprise GTM motion, prioritize hiring world-class partner and enablement leaders even at single-digit million ARR. This front-loads investment in channel credibility and seller quality, creating a powerful force multiplier before you reach 50-100 sellers.
To get the biggest lift quickly, focus on improving sales management systems rather than training individual reps. It's easier and more scalable to coach 8-12 managers on effective practices, as their improvement will create a cascading positive effect on the entire 100-person sales team.
Bringing on the first AEs forced AirOps' founders to distill their intuitive, "founder jazz" sales process into a repeatable playbook. This transition is a critical moment that requires making hard decisions and focusing the product offering to enable new hires to succeed.
The ideal sales hire changes dramatically across scaling stages. Initially, you need a "product manager" type who can handle ambiguity and provide product feedback. A top rep from a large company would fail because they rely on established processes and support systems that don't yet exist.