GTM Enablement Program Manager

Job Context

Most “Sales Enablement” roles are administrative. They build PowerPoint decks, track LMS completion rates, and tick boxes. This is not that role. Simpro Group is staring down a $10B+ global SAM (Serviceable Addressable Market). The scale of this opportunity is staggering, and the window to capture the lion’s share is open right now. Because of this massive market opportunity, we are scaling an elite, high-velocity revenue force designed to decisively outpace the competition, secure our market footprint, and drive commercial success across the entire lifecycle.

To achieve this, we don’t need “Trainers.” We need “Real-World Instructors.” We are looking for an elite Top Performer—a proven closer and commercial strategist who has consistently crushed revenue quotas in high-velocity SaaS and now wants to pivot to enablement. Your job is to take raw talent and develop them into elite, Tier-1 commercial operators. When you coach our reps on complex negotiations, competitive positioning, or strategic expansions, they will listen because they know you have actually carried the bag and won the exact same deals.

• Intensive Execution:
  You own the intensive onboarding program specifically for frontline revenue representatives.
• Live-Action Simulations:
  You will not just teach them the product; you will run intense, high-pressure simulations focused on outreach, qualification, overcoming initial friction, commercial negotiations, and pitching AI agent add-on solutions.
• The Accountability Gate:
  You will act as the gatekeeper. If a new hire cannot pass your live-action simulations (e.g., executing a flawless discovery call, competitive displacement pitch, or value negotiation) following adequate training, you will make the call on next steps. We do not ramp mediocrity.

• Floor Integration:
  You are on the sales floor and actively involved in active pipeline and the customer lifecycle.
• Game Tape Breakdown:
  You will embed yourself in the frontline motion, break down game tape, and coach reps on how to convert more pipeline into closed-won bookings.
• Multi-Threading:
  This includes multi-threading into target Leadership teams and/or Owners, all to accelerate deal velocity.
• Strategic Pricing:
  You will teach reps how to confidently drive financial adjustments, defend against competitor churn, and leverage price and value as a strategic advantage.

• Systematize Motions:
  You will systematize our core execution motions: objection handling, competitor “take-down” strategies, whitespace identification, and strategic cross-department positioning.
• Global Frameworks:
  You will build repeatable frameworks and planning models that scale globally, ensuring every representative speaks the exact same high-impact language to proactively manage opportunities rather than reacting to friction.
• Methodology Integration:
  Embed sales methodologies (like MEDDIC) deeply into our DNA.

• Data-Driven Success:
  You will define success not by “course completion,” but by hard data.
• Core Metrics:
  Conversion rate improvement, pipeline created and closed, revenue retention, win-rate against primary competitors, ramp time velocity, and solution attachment rates.

What You Bring

You have genuine, recent selling experience carrying a commercial quota and delivering net-new and portfolio revenue growth. You were in the Top 10% of your previous organization.

You command the room. You can take the phone from a struggling rep, sit in on a tense commercial call, de-escalate a situation, handle a hostile prospect, and secure the commitment yourself.

You aren’t just a lone-wolf closer or relationship builder; you know how to deconstruct why you win and turn it into a scalable, repeatable playbook.

You are comfortable giving tough, direct feedback to experienced revenue teams to elevate their commercial acumen.

• Responsible Time Off
• Comprehensive medical, dental, vision package with 100% employer paid options
• Additiona…