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Head of Sales Enablement

OpenAIOpenAI·Artificial Intelligence

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~7 min

Ashby

Posted

263 days

Sponsorship

H-1B history

This company has a track record of sponsoring H-1B visas.

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About the role

The GTM Enablement team is building and scaling OpenAI’s global enablement engine and is responsible for building OpenAI’s commercial muscle at scale. As OpenAI’s products, customer base, and partner ecosystem expand at unprecedented speed, this team ensures every customer-facing role is equipped and continuously up-leveled to deliver real business value with frontier AI.

This team works shoulder to shoulder with our GTM Leadership team to ensure our sellers are trained to the best of their capability as we ensure OpenAI’s grows through responsible, trust centered selling of AI. We translate frontier model capabilities into repeatable seller motions, clear narratives, and field ready playbooks that accelerate adoption and durable revenue outcomes.

About the Role

We are seeking a Head of Sales Enablement to build, scale, and lead OpenAI’s revenue enablement strategy and operating playbooks. This is a senior, high-visibility leadership role charged with architecting our end-to-end enablement approach, from onboarding and sales methodology to product readiness, manager excellence, and scalable field execution in order to drive meaningful, durable revenue impact.

This is a senior, high-impact leadership role responsible for ensuring OpenAI customer-facing professionals have the tools, training and capability to drive customer impact as our products, customers, and markets evolve.

This leader will own the end-to-end enablement playbooks, processes and systems — from onboarding and role readiness to advanced technical and industry certifications, product launches, and continuous field excellence.

You will architect the operating system that ensures OpenAI’s GTM teams are not just trained, but consistently among the best-prepared and most credible teams in the world to deploy AI at enterprise and government scale.

In this role, you'll:

  • Build and scale a world-class revenue enablement organization from the ground up, spanning seller onboarding, sales enablement, sales methodology/sales excellence, and manager enablement.

  • Develop and own the global seller enablement strategy, including sales, partner/alliances enablement, and international field activation across go-to-market motions.

  • Cultivate deep, trusted relationships with CRO staff and senior Revenue leaders (segment, region, and functional) to align enablement priorities to business goals; represent enablement at key leadership forums and field moments (e.g., QBRs, SKOs).

  • Drive end-to-end field readiness for launches and strategic initiatives, from message and positioning to competitive readiness, talk tracks, objection handling, and deal coaching frameworks that show up in execution.

  • Partner closely with Product and Marketing teams to shape go-to-market readiness, ensuring sellers can confidently articulate differentiation, value, and safe/responsible use aligned with our mission.

  • Develop compelling narratives, training experiences, and executive-facing content that educate the global Revenue organization on the future of AI-driven customer outcomes and how to sell it.

  • Build scalable systems, processes, playbooks, and measurement frameworks to ensure predictable revenue performance, including role-based certifications, onboarding journeys, and KPI instrumentation

  • Recruit, develop, and lead a high-performing team of enablement leaders, setting a high bar for craft, clarity, velocity, and impact.

We're seeking someone with experience including:

  • Have 15+ years of senior sales enablement / revenue enablement leadership experience, including building and running high-impact enablement functions at scaled, high-growth technology companies.

  • Have a track record of partnering directly with C-suite and executive stakeholders to drive measurable improvements in productivity, pipeline performance, and forecasting outcomes.

  • Are deeply connected across the enablement ecosystem, methodology, coaching, learning design, sales ops/revops, and the tools that power modern selling.

  • Bring strong executive presence, exceptional communication skills, and comfort

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Aplyr's read

OpenAI is a pioneering AI research organization focused on developing AGI to benefit humanity, attracting talent keen on ethical and innovative AI solutions.

Synthesized from recent postings & public sources

What's promising

  • •OpenAI is at the forefront of AI research, driving innovation in artificial general intelligence.
  • •The company emphasizes ethical AI development, appealing to those passionate about responsible technology.
  • •OpenAI offers diverse roles across engineering, sales, and creative fields, indicating a dynamic work environment.

What to watch

  • •OpenAI's rapid growth may lead to organizational challenges and resource strain.
  • •The focus on AGI poses inherent risks and ethical dilemmas that require careful navigation.
  • •Limited public information about internal culture and work-life balance may concern potential applicants.

Why OpenAI

  • •OpenAI's mission to ensure AGI benefits all of humanity sets it apart in the tech industry.
  • •The organization combines cutting-edge research with a strong emphasis on ethical AI practices.
  • •OpenAI's diverse hiring across global markets reflects its commitment to international impact and collaboration.

Aplyr’s read is generated by AI from public sources. Was it useful?

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About OpenAI

OpenAI is an artificial intelligence research organization that aims to ensure that artificial general intelligence (AGI) benefits all of humanity. They develop advanced AI technologies and promote safe and responsible AI practices.

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