← Back to jobs

Sales Manager, Enterprise Digital Natives

openai

San Francisco
Sales

Job Score

80 pts
On-site model (+70) Sales (+10)

About the Role

As Enterprise Sales Manager, Digital Natives, you will build and lead a team of Account Directors serving OpenAI's enterprise Digital Native customers: scaled technology companies, AI-native businesses, product-led platforms, and digitally native enterprises adopting AI across core products, operations, and customer experiences.

This is an enterprise leadership role in a segment that moves quickly but buys, deploys, and governs AI at scale. You will coach senior sellers through complex technical and executive sales cycles, deepen founder and C-suite relationships, and build durable account strategies across API/platform, ChatGPT Enterprise, Codex, and emerging AI use cases.

You will help define the GTM strategy, operating model, and customer playbook for enterprise Digital Natives where product velocity, usage expansion, technical credibility, security posture, procurement rigor, and executive alignment all matter.

Key Responsibilities

  • Recruit, develop, and lead a high-performing team of Account Directors responsible for strategic enterprise Digital Native accounts, large revenue opportunities, consumption growth, and multi-product expansion.

  • Set the GTM strategy for enterprise Digital Natives, including segmentation, account prioritization, territory design, executive engagement, expansion coverage, and usage growth.

  • Coach sellers through complex, multi-threaded cycles involving founders, CEOs, CTOs, CPOs, CIOs, engineering leaders, product leaders, security, legal, procurement, finance, and business executives.

  • Drive disciplined pipeline generation, forecast accuracy, deal inspection, consumption planning, expansion planning, and executive alignment across high-value accounts.

  • Build an operating cadence for account planning, deal reviews, technical discovery, mutual action plans, customer adoption reviews, and structured 1:1s that raise team performance.

  • Partner with Solutions Architecture, FDE, Technical Success, Product, Legal, Security, Finance, and Support to land and expand enterprise-grade AI deployments.

  • Translate enterprise Digital Native customer needs into product and commercial feedback across APIs, ChatGPT Enterprise, Codex, governance, trust and safety, security, pricing, packaging, and deployment patterns.

  • Help customers move from experimentation to production AI adoption across product experiences, developer workflows, customer support, employee productivity, workflow automation, and AI-native business models.

  • Build a culture of accountability, customer empathy, low-ego collaboration, and operating rigor while preserving the speed and curiosity that make the Digital Natives motion effective.

What We're Looking For

  • A senior enterprise sales leader who has built and scaled teams serving strategic Digital Native, technology, SaaS, cloud, developer-platform, or AI-native customers.

  • A technical GTM thinker who can connect customer strategy to OpenAI's platform, ChatGPT Enterprise, Codex, and emerging AI use cases.

  • An executive-facing operator who can engage founders, CEOs, CTOs, CPOs, CIOs, AI leaders, product leaders, engineering leaders, and enterprise platform teams.

  • A disciplined builder who can install enterprise-grade rigor in forecasting, account planning, deal inspection, and performance management without slowing customer pace.

  • A talent-first leader who raises the bar for senior sellers through clear hiring standards, coaching, accountability, and low-ego leadership.

  • A cross-functional partner who can turn customer signal into practical product, commercial, security, and deployment feedback.

Skills & Experience

Required

  • 15+ years of enterprise sales, GTM, or sales leadership experience, including leadership of teams selling to strategic Digital Native or technology accounts.

  • Experience with complex enterprise buying motions involving technical, security, legal, procurement, finance, and executive stakeholders.

  • Working fluency in APIs, platform technologies, ChatGPT Enterprise, AI/ML concepts, governance, enterprise architecture, and consumption-based commercial models.

  • Demonstrated operating discipline across forecasting, pipeline quality, account prioritization, inspection, and performance management.

Preferred

  • Experience selling platform, cloud, infrastructure, developer, data, AI, workflow, or consumption-based solutions.

  • Experience with scaled digital enterprises or late-stage technology companies moving from pilots to production AI adoption.

  • Public company or other high-accountability operating experience.

Nice to Have

  • Exposure to marketplaces, fintech, consumer internet, modern SaaS, data/ML platforms, or AI-native applications.

  • Experience helping a high-growth segment mature into enterprise-grade account strategy, governance, procurement, and expansion.

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.

To notify OpenAI that you believe this job posting is non-compliant, please submit a report through this form. No response will be provided to inquiries unrelated to job posting compliance.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made via this link.

OpenAI Global Applicant Privacy Policy

At OpenAI, we believe artificial intelligence has the potential to help people solve immense global challenges, and we want the upside of AI to be widely shared. Join us in shaping the future of technology.

About Sales

The Sales area is responsible for generating revenue and expanding the customer base. B2B and B2C sales professionals are fundamental for sustainable growth of any organization.

Key skills include prospecting, negotiation, CRM (Salesforce, HubSpot), sales enablement, and value consulting. The consultative and data-driven approach is increasingly valued.

Consultative sellers and senior Sales Managers have very high earning potential, with OTE (On-Target Earnings) that can exceed monthly salaries in technology companies.

Discover Other Areas

Understand the scope of work, key skills, and tools used in different career areas.

About Web3

The Web3 area represents the new phase of the decentralized internet, built on blockchain technology. Web3 professionals create decentralized applications (dApps), interact with smart contracts, manage digital assets (cryptocurrencies and NFTs), and utilize DeFi (Decentralized Finance) protocols, revolutionizing how data, ownership, and finance are managed online.

About Project Manager

The Project Manager is the professional responsible for planning, executing, and controlling projects end-to-end, ensuring they are delivered on time, within budget, and with the expected quality. With the growing complexity of businesses, project management professionals are fundamental to organizational success.

Key skills include planning and scheduling, scope, cost, risk, quality, and resource management, stakeholder communication, cross-functional team leadership, and use of agile and traditional methodologies. Certifications like PMP, PRINCE2, and Six Sigma are important differentiators.

Project Managers in technology companies are highly valued, especially those who master agile methodologies (Scrum, Kanban), tools like Jira and MS Project, and can deliver complex projects efficiently. The field offers opportunities from project analyst to head of PMO, with a focus on execution, governance, and business value.

About Information Security

The Information Security area is one of the most strategic and in-demand fields in the technology market. With the rise of cyberattacks, data breaches, and regulations like LGPD and GDPR, companies of all sizes invest heavily in professionals who can protect their digital assets.

Key specializations include Network Security, Cloud Security (AWS, Azure, GCP), Offensive Security (Penetration Testing, Red Team), Defensive Security (SOC, Blue Team), AppSec, and Security Governance. Tools like SIEM (Splunk, QRadar), firewalls, EDR, and Vulnerability Management platforms are essential.

Certifications like CISSP, CEH, OSCP, CompTIA Security+, and AWS Security Specialty are important differentiators. Information security professionals are among the highest-paid in the sector, with growing demand especially in fintechs, healthtechs, and large enterprises.

About Data

The Data field has undergone a radical transformation with the rise of Generative AI. Data professionals are fundamental for evidence-based decision-making across all industries.

Key specializations include Data Engineering, Data Science, Business Intelligence, Machine Learning Engineering, and Analytics. Tools like SQL, Python, Spark, dbt, and cloud platforms (AWS, GCP, Azure) are essential.

The data market continues with high demand and salaries among the most competitive in the technology sector, with many remote work opportunities.

About Advertising

The Advertising area is aimed at the planning, creation, and delivery of communication campaigns to promote brands, products, ideas, or services. Professionals in the sector work in advertising agencies or in-house marketing departments in creative fields (art direction, copywriting), strategic planning, account management, and media buying.

Career Guides

Technology Career Guide

Planning, skills, interviews, and professional growth in IT, Data Science, DevOps, and Product.

Read full guide →

Design Career Guide

UX/UI, Graphic Design, Product Design. Portfolio, tools, interviews, and growth in the Design field.

Read full guide →

Marketing Career Guide

SEO, Paid Media, Growth, Content Marketing. Certifications, tools, and strategies to grow in Digital Marketing.

Read full guide →

Finance Career Guide

Financial market, investments, corporate finance, certifications, and strategies to grow in the financial field.

Read full guide →

Communication Career Guide

Journalism, PR, Corporate Communication, Content Marketing, and Multimedia Production.

Read full guide →

Administration Career Guide

Business Management, HR, Logistics, Consulting, Project Management, and Entrepreneurship.

Read full guide →

Data Career Guide

Data Science, Data Engineering, BI, Machine Learning, and AI. From training to the job market.

Read full guide →

Product Career Guide

Product Management, Product Ownership, Agile, Scrum, and OKRs. From strategy to execution.

Read full guide →

Tech & Remote Glossary

Stop getting lost in interviews and job descriptions

The job market, especially within tech and global companies, has developed its own dialect. Not understanding these acronyms can make you lose valuable opportunities or poorly negotiate your contract. To end this problem, we created the Definitive Glossary for the Remote Professional.

🏢 Work Models & Routine

Async (Asynchronous Work)
A communication model where responses don't need to be immediate. Instead of back-to-back meetings, the team relies on well-structured documents, threads, and messages. It's the gold standard for global companies spanning multiple time zones.
Sync (Synchronous Work)
The opposite of Async. It requires the team to be online and available at the same time for meetings, live chats, and real-time collaboration.
Daily / Stand-up
A quick daily meeting (usually 15 minutes) common in Agile (Scrum) methodologies. The team answers three questions: What did I do yesterday? What will I do today? Are there any blockers?
All-Hands / Town Hall
A company-wide meeting involving all employees. Usually led by the founders (C-Levels) to present results, new goals, and answer team questions.
1:1 (One-on-One)
A recurring individual meeting between a professional and their direct manager. It is used for career alignment, feedback, and problem-solving, not just for project status updates.

💰 Contracts, Benefits & Compensation

PTO (Paid Time Off)
Instead of strict, categorized leave policies, modern US companies usually offer a flexible pool of days (e.g., 20 days of PTO, or even "Unlimited PTO") that you can use for vacations, sick days, or personal matters, while receiving your regular compensation.
Equity / Stock Options
Company ownership. The startup offers you the right to buy shares at a heavily discounted strike price in the future. If the company grows, goes public, or is acquired, these shares can be highly lucrative.
Vesting (Vesting Schedule)
The rule that controls your Equity. It usually lasts 4 years. You don't get all the shares on day one; you "earn" them gradually as you stay with the company. A "1-year Cliff" means you must stay for at least one year to receive your first batch of shares.
RSUs (Restricted Stock Units)
Unlike Stock Options (where you have the right to buy the stock), RSUs are actual shares the company grants you as a bonus or part of your compensation package, following a strict Vesting schedule.
Independent Contractor (1099 / B2B)
The most common international hiring model for global talent working for US companies. You act as a service provider (business-to-business), receiving the gross salary (often six-figure compensation) without standard local payroll tax deductions at the source.

🤖 Recruitment & Hiring Process

ATS (Applicant Tracking System)
The "robot" that reads your resume. Software like Greenhouse, Ashby, and Workday are used to filter candidates by keywords before a human even looks at the document. (Pro tip: this is why your resume must be clean, semantic, and have the right keywords).
JD (Job Description)
The document that lists the responsibilities, technical requirements, and benefits of the open position.
Cultural Fit
The interview stage that evaluates if your core values, communication style, and worldview align with the company's culture. This is the ultimate test of your Soft Skills.
Onboarding
The integration process. It's the period of your first few weeks at the company, where you get your access credentials, learn about the culture, study the internal documentation, and understand how the product works.

🚀 How to use this to your advantage?

The secret isn't just knowing what these acronyms mean, but using them actively. If during an interview for a premium tech role you ask, "How does your PTO policy and Vesting schedule work?", the recruiter will immediately perceive you as a high-level professional, familiar with the global market standards.

The remote job market requires preparation. And having the right vocabulary is the first big step to securing six-figure proposals and standing out among thousands of applicants.

Expert Tip

How to Build an Unbeatable Resume in 2026

At Mondywork, our engine analyzes hundreds of the best remote jobs daily. If there's one thing we've learned from observing the backend of elite recruiting platforms like Greenhouse, Ashby, and Workday, it's this: a good resume isn't the prettiest one; it's the most efficient one.

Many highly qualified professionals miss out on golden opportunities (and six-figure remote roles) simply because their resumes fail to communicate their value within seconds or get trapped in automated corporate filters.

To change that game, we've gathered the best market practices, rooted in data and the brightest minds in global recruiting.

1. The 7.4-Second Rule (The Skimming Test)

The biggest mistake candidates make is assuming the recruiter will read their resume like a book. The reality is much colder.

A famous study conducted by the career and recruiting firm Ladders, using eye-tracking technology, revealed that recruiters spend an average of only 7.4 seconds scanning a resume before deciding whether the candidate moves forward to the next round.

How to optimize your resume for the 7.4 seconds:

  • Clear Visual Hierarchy: Recruiters instinctively look for your Job Title, Current Company, and Dates of Employment. Make this information effortless to find.
  • Bullet Points Only: Never use large blocks of text. The human brain scans lists much more easily.
  • Focus on the Top Third: The top third of your resume (your professional summary and your most recent experience) is your "premium real estate." Your biggest selling points must live there.

2. Google's XYZ Formula for Experience

Most people describe what they did at work (their responsibilities). Recruiters want to know what you achieved (your results).

Laszlo Bock, former Senior Vice President of People Operations at Google, popularized the ultimate methodology for writing experience bullet points: The XYZ Formula.

The structure is simple and powerful:

"Accomplished [X] as measured by [Y], by doing [Z]."

  • Bad (Task-focused): "Wrote code for the payment platform."
  • Good (Result-focused): "Improved the speed of the payment platform."
  • The Google Standard (XYZ Formula): "Increased payment processing speed by 15% (X), reducing page load time by 1.2 seconds (Y), by refactoring the legacy API to Node.js (Z)."

Pro Tip: Whether you're in Digital Marketing, Design, or Tech, use hard metrics. Talk about conversion percentages, cost reductions, active user growth, or hours saved.

3. Beat the Bots: ATS Optimization

Over 99% of Fortune 500 companies and a vast majority of tech startups use ATS (Applicant Tracking Systems). These are software programs that read and filter resumes before a human ever lays eyes on them.

Austin Belcak, founder of Cultivated Culture and employability expert, analyzed over 125,000 resumes and found that complex formatting is the number one enemy of getting hired.

How to pass the ATS filter:

  • Ditch the Canvas (mostly): Resumes with dual columns, skill progress bars (e.g., "70% in JavaScript"), and graphic icons frequently confuse bots, which extract text in a jumbled mess.
  • Use a Linear Format: A simple Word or Google Docs document, saved as a PDF, with single-column formatting (reading top to bottom) is the safest template in the world.
  • Keyword Mirroring: ATS software runs on keywords. Read the job description on Mondywork and ensure the required hard skills (e.g., React, SEO, Figma, Agile) are explicitly written on your resume.

4. The Professional Summary (Your Elevator Pitch)

The traditional "Objective" statement ("Looking for an opportunity to grow within the company") is dead. Today, what works is the Executive Summary.

Use 3 or 4 lines at the very top of your resume to define who you are, your core specialty, and your biggest career win.

Example: "Mid-level Front-end Developer with 4 years of experience in e-commerce. Specialist in React and performance optimization (Web Vitals), with a proven track record of increasing mobile checkout conversion rates by 20%."

🚀 Ready to test your new Resume?

Now that your resume is optimized for the competitive US market and entirely focused on results, it's time to put it in play.

At Mondywork, our engine curates the best remote Tech, Design, and Digital Marketing opportunities from top companies every single day.

👉 [Insert Home page link here] and sign up for our Job Alerts. Be the first to apply to high-paying remote roles before anyone else!