GTM Enablement Manager

PlaygroundDenver, CO
53d$80,000 - $100,000Onsite

About The Position

Playground is hiring for our first enablement role to play an integral part in creating and building a sustainable enablement program for us to scale quickly across go-to-market and customer success. This is a perfect role for someone who is looking to join an exceptional team at the earliest stages and have a massive hand in our growth acceleration by streamlining onboarding, refining the customer journey, and optimizing enablement for our Sales and Customer Success teams. This is a high-visibility, high-impact role reporting directly to our leadership team. You’ll have full ownership over how we train, enable, and accelerate our revenue-facing teams, blending strategy, facilitation, and program design to create scalable impact.

Requirements

  • 2-3+ years of experience in Sales Enablement, Customer Success Enablement, or Learning & Development within high-growth B2B SaaS environments
  • Demonstrated success designing and delivering programs that improve ramp time, productivity, and retention
  • Strong facilitation and instructional design skills grounded in adult learning principles
  • Excellent communication and presentation abilities across all levels of the organization
  • Familiarity with enablement and learning tools (e.g., Salesforce, Gong, Highspot, Seismic, or similar platforms)
  • A builder mindset: comfortable with ambiguity, proactive in creating clarity, and passionate about scaling programs from the ground up
  • Empathy for both Sales and Customer Success teams, with a deep understanding of the customer journey
  • The Playground team is fully in-office in Denver, CO, so please ensure you’re open to a fully in-person role before applying.

Nice To Haves

  • Experience supporting channel sales or partner enablement is a plus
  • If you’re a hustler who’s excited to join a mission-driven, early-stage company with ownership, craftsmanship, and empathy at the center of what we do, apply now.
  • The Playground team is fully in-office in Denver, CO. Please make sure you are open to a fully in-person role before applying.

Responsibilities

  • Design and Deliver Enablement Programs
  • Build and deliver onboarding programs for Sales and Customer Success new hires that combines live facilitation, e-learning, and real-world application.
  • Create scalable playbooks, quizzes, talk tracks, and certification programs that evolve with our product and go-to-market strategy.
  • Apply adult learning principles and instructional design best practices to develop engaging, effective learning experiences.
  • Facilitate workshops and training sessions for team members across multiple experience levels.
  • Partner Strategically Across Teams
  • Collaborate with Sales and CS leaders to identify skill gaps, process bottlenecks, and enablement opportunities.
  • Translate frontline insights into actionable content, tools, and programs that drive results.
  • Ensure teams are equipped with the latest product knowledge, customer insights, and competitive positioning.
  • Measure and Optimize Enablement Impact
  • Define and track KPIs such as time-to-ramp, program adoption, and productivity to measure enablement effectiveness.
  • Leverage data and feedback to continuously improve content, delivery, and strategy.
  • Partner with internal stakeholders to maintain a centralized enablement hub and single source of truth for GTM teams.

Benefits

  • Competitive salary + equity
  • 3 weeks of PTO
  • Health, vision, and dental benefits
  • $1200/year education stipend
  • Free lunch daily
  • New MacBook and any equipment you need
  • Collaborative and supportive work culture with a high level of autonomy and room for growth
  • Help accelerate our mission to make excellent child care accessible to all!
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