In this episode of Knocking to 10, sales coach and former elite athlete Taylor Martino breaks down the most common—and costly—mistakes Series A and B startups make when scaling their sales teams.

A national champion diver turned revenue leader, Taylor has coached dozens of early-stage companies on how to hire, onboard, and uplevel their first sales managers, build comp plans that actually motivate, and avoid the “player-coach” trap that derails growth.


🔑 5 Key Takeaways from Taylor Martino

1. Player-Coach Is a Trap

“The player-coach model sounds scrappy, but it kills team development. One thing always takes priority: closing your own deals.”

Taylor strongly recommends giving first-time managers real time to coach, onboard, and motivate their teams. Otherwise, you’re just creating bottlenecks that won’t scale past $1–3M ARR.

📌 Pro Tip: Don’t wait until Series B to fix this. If you’re hiring BDRs or AEs in a 10–15 person GTM team, designate a full-time manager or bring in fractional leadership help.

2. Design a 90-Day Plan for New Managers

Too often, founders promote top reps to manager roles with zero onboarding. Taylor outlines a four-part onboarding plan for new managers:

  • Identity Shift: Help them move from "top rep" to coach
  • Performance Management: Teach them how to set goals and run tough conversations
  • 1:1s + Coaching Cadence: Weekly coaching, biweekly pipeline
  • Upward Influence: Train them on how to manage up and align with founders

💡 “You can’t hold someone accountable if they don’t know what good looks like. That’s your job as a leader.”

3. Fix Your BDR Comp Plans Before They Kill Motivation

“If you comp reps on things they can’t control, they’ll check out.”

At her previous company, Taylor overhauled a broken comp model that paid BDRs on meetings set, held, and deals closed. The new model? Pay based on decision-maker seniority.

  • 🎯 Meeting with VP or C-level = high payout
  • 📉 Meeting with manager = lower payout
  • 🧠 Outcome: Higher-quality meetings, shorter sales cycles, happier reps

This also incentivized reps to self-educate on buyer personas and prioritize strategic outreach, without requiring daily micromanagement.

4. Build Messaging That Maps to Pain—Not Product

“Founders love their product. But your buyers care about pain. Start there.”

Before scaling outbound, Taylor helps teams validate 3–5 messaging pillars tied to actual pain, not features. She also recommends:

  • Interviewing early customers (not relying on founder pitch decks)
  • Enabling reps across email, call, and LinkedIn
  • Running weekly feedback loops to evolve the pitch fast

📊 Framework: Message → ICP → Channel → Feedback → Iterate weekly

5. Hire for Grit, Not Just Logos

“Startups waste months chasing reps from big logos. Look for the builders.”

Taylor says the best early-stage reps often have side hustles, underdog backgrounds, or experience selling unknown products. Her favorite interview prompt?

🧪 “Pitch me a fake company. Bonus points if it’s weird.”

These reps are creative, resilient, and willing to experiment—exactly what you need at Series A or B.

💬 Best Quote

“If people can’t win without you on the call, you’re a bottleneck. Your job is to build a team that doesn’t need you.”

🧠 Who This Episode Is For

This episode is a masterclass for:

  • Heads/VPs of Sales designing their org structure
  • Founders prepping for their first 5–10 sales hires
  • CROs building repeatable pipeline from scratch
  • RevOps Leaders cleaning up messy comp plans or GTM handoffs

📌 Final Thought

In the messy middle, from $ 0 to $10M ARR, your first sales hires, especially your first sales manager, can make or break your momentum. Taylor Martino gives a tactical, no-BS roadmap for building the coaching culture and team structure your startup needs to scale with confidence.

Taylor Martino Sales Coaching

At the core of my business is a simple belief: your people are your potential. I work with founders and sales leaders to build strong, scalable teams by coaching the people who lead them. Through 1:1 leadership coaching, team workshops, and strategic advisory, I help early-stage companies and growing organizations level up how they lead, driving clarity, accountability, and performance from the inside out. Whether you’re a founder navigating your first hires or a sales leader managing high expectations, I’m here to help you lead with confidence and build a culture that scales.

- Taylor Martino

Connect with Taylor on Linkedin.

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