Head of GTM Enablement
Design, build, and run a best-in-class enablement program for Sales and Customer Success teams at an early-stage B2B SaaS startup. Own onboarding, training, playbooks, and performance measurement to accelerate GTM ramp and productivity.
What You'll Do
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.
What You Need
- 5+ years of experience in Sales Enablement, Customer Success Enablement, or Learning & Development within high-growth B2B SaaS environments
- Experience owning and running enablement programs — not just participating in large, pre-built enablement systems
- Proven track record in building and delivering Sales Academy programs and upskilling initiatives that improve ramp, productivity, and retention
- Strong facilitation, instructional design, and storytelling skills grounded in adult learning principles
- Demonstrated success designing and delivering programs that improve ramp time, productivity, and retention
- 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
- Experience supporting channel sales or partner enablement is a plus
Compensation & Benefits
- Competitive salary + equity
- 3 weeks of PTO
- Health, vision, and dental benefits
- $1200/year education stipend
- 401(k)
- Free lunch daily
- New MacBook and any equipment you need
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