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Suppose you’re interviewing a VP of Marketing or Sales who has scaled a SaaS startup from early stage to $20 million, built a high-converting demand-generation engine, and secured five new Fortune 500 logos. Despite their impressive résumé, you hesitate. The candidate has achieved all of this at a company much smaller than yours, and you know what works at a $20 million company can fail spectacularly at a $200 million one. 

It’s a familiar dilemma for hiring managers: even GTM leaders with a proven track record can struggle when jumping growth stages. Past success at one scale doesn’t guarantee they’ll thrive in the complexity of a larger company. This raises the question: how do you identify candidates who can make the leap? 

This blog breaks down four critical growth stages—from early-stage startups to enterprise-level companies—and shows you exactly what proven accomplishments to look for at each level.

Early Stage: Hands-On Builders

Early-stage companies (under $20 million revenue) tend to operate with small budgets and lean teams, making it necessary for GTM leaders to be scrappy and hands-on. They must be on the ground, working closely with teams to validate product-market fit and go-to-market fit to gain traction in a competitive space. 

Characteristics to look for include: 

  • Hands-on delivery: They’ve proven they are willing to roll up their sleeves to drive early results. They’ve actively closed deals, built campaigns, and iterated quickly with limited support. 
  • Process building: They’ve designed and implemented systems, processes, and teams from the ground up—while avoiding over-complication—to lay the foundation for growth. 
  • Tech-driven execution: They’ve used data and AI to drive smarter execution and create scalable systems that can evolve as the company grows. 

What Boards and CEOs Expect 

Boards and CEOs want GTM leaders who can achieve measurable growth with limited resources, turning small budgets, lean teams, and tight timelines into traction. 

Lower Middle Market: Process & Team Architects 

At this stage ($20–$50 million revenue), companies have moved past validating market fit and are focused on building a sustainable growth engine. Needs can differ between $20 million and $45 million, but the common thread is greater stability: a reliable sales pipeline, formalized processes, and early channel expansion.

Characteristics to look for include:

  • Systems design: They’ve implemented repeatable GTM processes across sales and marketing that create consistent execution and set the stage for sustainable growth. 
  • Team building: They’ve hired, trained, and mentored GTM teams while being involved in recruitment, onboarding, and developing programs to shape the company’s culture. 
  • Demand engine creation: They’ve built scalable demand-generation functions supported by a foundational tech stack that balances inbound and outbound efforts while improving pipeline efficiency. 

What Boards and CEOs Expect 

At this stage, Boards and CEOs expect leaders who can balance hands-on involvement with process discipline, driving growth directly while building a scalable, data-driven organization. 

Mid-Market: Strategic Operators 

Companies at this stage (between $50–$100 million revenue) scale more aggressively, and GTM leaders must demonstrate a more strategic mindset. The primary focus shifts to optimizing sales processes, expanding marketing channels, and driving both operational efficiency and market share growth. 

Characteristics to look for include: 

  • Cross-functional collaboration: They’ve aligned with product, finance, and customer success teams to ensure GTM efforts support broader business goals and company-wide priorities. 
  • Operational efficiency: They’ve refined processes, implemented automation, and leveraged tools to support larger teams and a growing customer base without sacrificing speed or quality.
  • Strategic market expansion: They’ve explored new verticals, geographies, or product lines to drive growth. 

What Boards and CEOs Expect 

Boards and CEOs look for strategic operators who can deliver strong ROI on GTM spend, expand into new regions, and preserve culture while scaling teams and processes. 

Enterprise: Global Growth Leader 

At the enterprise level ($100 million+ revenue), the GTM leader’s role shifts from building growth engines to optimizing and expanding them globally. They must be able to drive operational excellence, international expansion, and position the company for IPOs, mergers, or acquisitions.

Characteristics to look for include:

  • Global leadership: They’ve scaled growth internationally. They’ve also led GTM expansion across international markets, proving they understand how to navigate regional nuances in sales, marketing, and operations. 
  • Data-driven: They’re able to interpret complex data sets, metrics, and KPIs, which are critical for operational excellence and long-term value creation. 
  • Executive influence: They’ve demonstrated the ability to operate as a core member of the executive team—shaping company-wide strategy and influencing cross-functional priorities beyond sales and marketing. 

What Boards and CEOs Expect 

Boards and CEOs want global growth leaders who can optimize operations, expand internationally, and position the company for IPOs, mergers, or acquisitions. 

Assessing Readiness for the Next Stage  

For hiring managers evaluating GTM leaders, standard interview questions don’t always reveal whether a candidate can succeed at the next stage of growth. 

  • Look for transferable skills: Ask for examples that show how their current experience—building teams, scaling processes, or driving predictable revenue—can apply to your stage of growth. 
  • Gauge their learning agility: Are they staying current on tools, technologies, and trends like automation, AI in sales, or global market expansion? This signals their ability to handle unfamiliar challenges. 
  • Evaluate their strategic perspective: Probe their understanding of how metrics, operational complexity, and team dynamics evolve as companies scale. This helps reveal whether they have the mindset and acumen for a larger role.
  • Examine their impact at scale: Ask how they achieved key outcomes, and how those results were driven by systems, playbooks, or approaches that can be replicated at a larger scale. 

The most impactful GTM hires are not just those with impressive accolades—they’re candidates who have demonstrated the specific capabilities your growth stage demands. Focus on proven accomplishments that directly translate to your company’s challenges, and don’t be afraid to dig deep into how they achieved their results. The right leader will have both the track record and the scalable mindset to drive your company’s next phase of growth. 

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