Readiness & Enablement Lead, SMB Sales

OpenAI • Full-time • Remote (San Francisco, California, United States) • $239k - $265k / year • 4d ago

About the Team

The B2B Marketing team contributes to OpenAI’s broader mission of ensuring responsible and widespread adoption of artificial intelligence. We are responsible for developing and executing strategies that drive awareness, engagement, and usage for OpenAI’s products and platform across SMB, enterprise, and developer audiences.

The SMB Sales team is responsible for helping businesses around the world understand, adopt, and succeed with OpenAI’s products. As OpenAI scales across regions, vendors, and sales motions, we are building the operating systems that ensure our frontline teams can execute with consistency, quality, and speed.

We partner 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. Our work sits at the intersection of strategy, execution, and operational rigor.

About the Role

We are hiring a global Readiness & Enablement Lead to build and scale the onboarding, training, quality, certification, and seller readiness operating system across OpenAI’s outsourced SMB Sales vendor network.

This is not a traditional training coordinator role. We are looking for 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.

This role is global by design. You’ll travel across vendor sites, inspect frontline execution, calibrate quality firsthand, and ensure consistent readiness standards across regions, vendors, and sales motions. The core principle is simple: training is not an event; readiness is a system.

In this role, you will:

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
Creating scalable knowledge systems and AI-enabled workflows that improve onboarding speed, knowledge retention, and readiness inspection

You might thrive in this role if you have:

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

Workplace & Location

This role will be based in San Francisco, CA or New York City. Relocation will be required for this role if you are not located in either of these locations, and regular travel will be part of this role.

Compensation Range: $239K - $265K USD

About OpenAI

OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artificial intelligence benefits all of humanity. We push the boundaries of the capabilities of AI systems and seek to safely deploy them to the world through our products. AI is an extremely powerful tool that must be created with safety and human needs at its core, and to achieve our mission, we must encompass and value the many different perspectives, voices, and experiences that form the full spectrum of humanity.

We are an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or other applicable legally protected characteristic.

For additional information, please see OpenAI’s Affirmative Action and Equal Employment Opportunity Policy Statement.

Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the San Francisco Fair Chance Ordinance, the Los Angeles County Fair Chance Ordinance for Employers, and the California Fair Chance Act, for US-based candidates. For unincorporated Los Angeles County workers: we reasonably believe that criminal history may have a direct, adverse and negative relationship with the following job duties, potentially resulting in the withdrawal of a conditional offer of employment: protect computer hardware entrusted to you from theft, loss or damage; return all computer hardware in your possession (including the data contained therein) upon termination of employment or end of assignment; and maintain the confidentiality of proprietary, confidential, and non-public information. In addition, job duties require access to secure and protected information technology systems and related data security obligations.

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