OpenAI is changing the executive charged with turning its vast AI audience into a bigger enterprise business—just as a wider leadership reshuffle puts fresh pressure on the company’s next growth chapter.

Denise Dresser, the former Slack chief executive who joined OpenAI in December, will leave after a transition period. Her exit comes only months after she absorbed parts of former COO Brad Lightcap’s remit, and amid the recent departures or role changes involving Lightcap, applications chief Fidji Simo, safety leader Johannes Heidecke and chief futurist Joshua Achiam.¹

On Thursday, OpenAI named Dali Rajic, previously president and COO of cloud-security company Wiz, as chief revenue officer. The company framed the switch as an expansion rather than a retreat: its products now reach more than one billion weekly users and two million businesses, twice the business-customer count of a year earlier.² Rajic arrives with operating experience from Wiz, Zscaler and AppDynamics, and is expected to build a more repeatable global sales machine.

The timing is the story. OpenAI is leaning harder into business customers as it pursues a potential public listing and battles Anthropic for enterprise adoption. Business-customer annualized revenue rose 32% in July from the previous month, according to reporting cited by Axios, while OpenAI expects enterprises to supply half of total revenue by year-end.³

OpenAI’s public message stresses continuity. President Greg Brockman said Dresser had led revenue through a “formative period,” while Rajic would turn the company’s lessons into “repeatable execution.”² Dresser, meanwhile, said she had made the “difficult decision” to leave for other opportunities.¹

But outside accounts see a tougher subtext: Brockman is taking more operational responsibility, and the new CRO inherits pressure to convert growth into measurable returns. OpenAI has confidentially filed with the SEC, though the timing of an IPO remains uncertain; reports note that executives have acknowledged the company has not met every revenue target.⁴ Rajic’s appointment is therefore both a sales hire and a test of whether OpenAI can impose discipline on a company moving at breakneck speed.