OpenAI is replacing its chief revenue officer at the very moment it needs to prove that explosive AI adoption can become a durable business. The move puts co-founder Greg Brockman more squarely at the controls as a potential public listing looms.

Dresser joined OpenAI in December after leading Slack, tasked with turning its consumer-scale reach into enterprise revenue. The company says its products now reach more than 1 billion weekly users and 2 million businesses — twice the business-customer count of a year ago — and credits Dresser with building the commercial foundation for that expansion.¹

The reshuffle accelerated this week. Former COO Brad Lightcap announced his departure, and Dresser said she would leave in the coming weeks after a transition period. “I made the difficult decision to leave OpenAI … to pursue other opportunities,” she wrote on LinkedIn.²

On Thursday, OpenAI named Dali Rajic, most recently president and COO of Wiz, as her successor. Brockman framed the change as an operational upgrade rather than a retreat: “The way we’re deploying this technology is changing rapidly, and Dali will turn what we’ve learned into repeatable execution.”³

Outside accounts cast the same events more sharply. They describe Brockman taking a deeper management role after the exits of Lightcap and Fidji Simo, with one source calling him “a founder in founder mode” as he meets more customers and teams. The broader churn has also reached safety, ethics and alignment leadership — a reminder that OpenAI’s commercial push is unfolding alongside internal strain.⁴

The immediate test is enterprise adoption, where OpenAI is racing Anthropic while preparing for public-market scrutiny. The company has confidentially filed paperwork with the SEC for a possible IPO, though timing remains unclear. Rajic’s assignment is therefore bigger than replacing a sales chief: build a revenue machine convincing enough to carry OpenAI’s next act.⁵