Khosla Ventures, an early investor in OpenAI, is reportedly in talks to raise up to $5.5 billion for a new set of venture investment funds. Bloomberg and The Next Web both describe the fundraising as potentially the firm’s largest in its roughly two-decade history. According to people familiar with the matter cited by Bloomberg, the amount under discussion would make the fundraising event substantially larger than prior efforts by the firm.

The Next Web frames the move as an attempt by Vinod Khosla’s venture firm to invest early at an expanded scale, noting that Khosla Ventures was the first outside investor in OpenAI when it was still a relatively unusual concept. The two reports do not provide additional details on fund structure, timing, or specific sectors, beyond the scale of the fundraising talks.

The reported discussions are not presented as finalized, and both outlets indicate the figures reflect what the firm is considering in ongoing talks.