Readiness & Enablement Lead, SMB Sales

OpenaiOpenai·Remote(San Francisco)
Sales

WFA Digital Insight

As the demand for skilled sales enablement professionals continues to grow, companies like Openai are looking for experts to build and scale their onboarding and training programs. With the global salesenablement market expected to reach

3.5 billion by 2027, professionals with experience in sales enablement, readiness, and onboarding are in high demand. Openai's commitment to innovation and AI adoption makes this role an exciting opportunity for those looking to make an impact in the industry. Candidates should be prepared to showcase their expertise in designing scalable readiness frameworks and creating repeatable systems that drive seller performance and quality outcomes.

Job Description

About the Role

The Readiness & Enablement Lead role is a critical position at Openai, responsible for building and scaling the onboarding, training, quality, certification, and seller readiness operating system across the company's outsourced SMB Sales vendor network. This role requires a builder who can design scalable readiness frameworks, identify performance risks early, and create repeatable systems that help sellers ramp faster, perform better, and maintain high quality as the business evolves.

As a key member of the B2B Marketing team, the Readiness & Enablement Lead will work closely with Sales Leadership, Vendor Management, Program Management, Revenue Operations, Product, and vendor leadership to design scalable commercial motions and ensure sellers are prepared to deliver high-quality customer experiences. The role is global by design, requiring travel across vendor sites to inspect frontline execution, calibrate quality firsthand, and ensure consistent readiness standards across regions, vendors, and sales motions.

The core principle of this role is simple: training is not an event; readiness is a system. The successful candidate will be responsible for building and scaling global onboarding, readiness, and certification frameworks, creating role-based onboarding paths, knowledge checks, pass/fail standards, and ramp expectations for vendor sellers.

What You Will Do

  • Build and scale global onboarding, readiness, and certification frameworks across SMB sales vendors, regions, and sales motions
  • Create role-based onboarding paths, knowledge checks, pass/fail standards, and ramp expectations for vendor sellers
  • Ensure vendor trainers can deliver readiness programs consistently and at scale
  • Design enablement for new products, pricing changes, process updates, and motion launches
  • Monitor ramp quality, certification performance, productivity curves, and early quality signals to identify risk early
  • Build dashboards, inspection mechanisms, and feedback loops that connect readiness to seller performance and quality outcomes
  • Partner with Vendor Managers, Sales Leadership, RevOps, Product, Program Management, and vendor leaders to diagnose and close execution gaps
  • Create scalable knowledge systems and AI-enabled workflows that improve onboarding speed, knowledge retention, and readiness inspection

What We Are Looking For

  • 8+ years of experience in sales enablement, readiness, onboarding, training operations, vendor enablement, or scaled commercial operations
  • Direct experience supporting outsourced sales teams, BPO environments, or large distributed sales organizations
  • Experience operating in software, SaaS, cloud, ads, or another high-velocity commercial environment
  • Proven ownership of onboarding, ramp quality, certification programs, and seller readiness outcomes
  • Strong understanding of sales funnel performance, quality frameworks, frontline coaching, and manager effectiveness
  • Executive presence, strong operational discipline, and the ability to influence vendor leaders and internal cross-functional stakeholders
  • Excellent communication and project management skills

Nice to Have

  • Experience with AI-enabled workflows and knowledge systems
  • Familiarity with sales enablement tools and technologies
  • Certification in sales enablement or a related field
  • Experience working in a fast-paced, dynamic environment

Benefits and Perks

  • Competitive salary and benefits package
  • Opportunity to work with a leading AI company
  • Collaborative and dynamic work environment
  • Professional development and growth opportunities
  • Flexible work arrangements and remote work options
  • Access to the latest technology and tools
  • Recognition and reward for outstanding performance
  • Comprehensive health and wellness programs
  • Generous paid time off and vacation policy

How to Stand Out

  • Develop a strong understanding of sales enablement principles and practices to stand out in this role.
  • Create a portfolio that showcases your experience in building and scaling onboarding and training programs.
  • Familiarize yourself with AI-enabled workflows and knowledge systems to increase your chances of success.
  • Prepare to discuss your experience in designing scalable readiness frameworks and creating repeatable systems that drive seller performance and quality outcomes.
  • Research Openai's products and services to demonstrate your knowledge and interest in the company.
  • Be prepared to provide specific examples of your experience in sales enablement, readiness, and onboarding.
  • Ask about the company culture and values to ensure you are a good fit for the role.

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