OpenAI Scales ChatGPT Enterprise Sales Team to 500 in Two Years Under Maggie Hottt's Leadership

San Francisco, CA – OpenAI has dramatically expanded its sales force for ChatGPT Enterprise, growing the team from 10 to 500 people within a two-year period. This significant scaling effort was spearheaded by Maggie Hottt, OpenAI's Go-to-Market (GTM) Leader for ChatGPT Enterprise, as highlighted in a recent report by SaaStr.ai. The rapid expansion underscores OpenAI's aggressive push into the enterprise market to meet surging demand for its AI solutions.

Maggie Hottt, a seasoned GTM executive, brought extensive experience from her previous roles at high-growth technology companies. Prior to joining OpenAI, she was instrumental in scaling sales teams at Eventbrite, Slack—where she helped grow annual recurring revenue (ARR) from $50 million to $1 billion—and Webflow, contributing to its ARR increase from $40 million to $140 million. Her "Inside Playbook" for building top-performing sales organizations emphasizes fostering open debates, ensuring clear priorities, and learning from customer losses.

The growth of the sales team directly supports the widespread adoption of ChatGPT Enterprise, which launched in August 2023. This enterprise-grade offering provides enhanced security, privacy, unlimited access to advanced models like GPT-4o, and robust data analysis capabilities, making it suitable for large organizations. Over 80% of Fortune 500 companies have reportedly integrated ChatGPT into their operations, driving the need for a dedicated and expansive sales and support infrastructure.

OpenAI's overall financial performance reflects this burgeoning demand, with the company reaching an annualized revenue run rate of $13 billion by July 2025. The user base for ChatGPT products has also seen explosive growth, with weekly active users climbing to 700 million and paying business users surpassing 5 million as of August 2025. This substantial market traction necessitates a larger sales presence to onboard and support enterprise clients effectively.

The strategic expansion of the sales team is critical for OpenAI as it targets ambitious revenue goals, including a projected $100 billion by 2029. By building a robust GTM operation under leaders like Maggie Hottt, OpenAI aims to solidify its position in the competitive AI landscape and continue driving the integration of AI tools across global enterprises.