AIAI Holdings Corporation (NASDAQ:AIAI) ("Ai²" or the "Company"), an AI-enabled diversified holding company utilizing Transformational AI to enhance portfolio performance, today announced that John P. Rochon, Chairman of Ai² and entities controlled by the family of Mr. Rochon, collectively, have acquired approximately $100 million of Ai² shares at $20.00 per share through a privately negotiated transaction with an existing large shareholder.

This transaction represents a significant incremental investment by the Rochon family, further increasing their already substantial ownership position in Ai². The purchase underscores a deep and continuing conviction in the Company's long-term strategy, its differentiated position in Transformational AI, and the proven ability of its Board and management team to execute at scale. The Rochon family has been a longstanding supporter of Ai², and this latest investment further aligns their interests with the Company's long-term value creation objectives. This transaction reinforces a stable and strategically aligned shareholder base.