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OpenAI’s Circular Deal Signals New Strategy

OpenAI Thrive Capital AI Investment Venture Capital Circular Deals AI Adoption Private Equity
December 01, 2025
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Strategic Alignment
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Article Summary

OpenAI’s recent investment in Thrive Holdings represents a shift towards a more active, operational approach to leveraging its AI technology. The deal sees OpenAI taking an ownership stake in Thrive Holdings, a firm specializing in rolling up AI-driven companies across sectors like accounting and IT services. OpenAI will embed engineering, research, and product teams within Thrive’s portfolio to accelerate AI adoption and boost efficiency. This ‘circular deal’ strategy mirrors previous investments in companies such as AMD and CoreWeave. While the specifics remain undisclosed, the move highlights OpenAI’s recognition that simply licensing its technology isn’t sufficient for sustained growth. Success hinges on the Thrive-owned firms actually building profitable businesses, leading to a cautious but potentially significant increase in OpenAI’s stake.

Key Points

  • OpenAI is investing in Thrive Holdings to directly influence and accelerate AI adoption within the firm’s portfolio companies.
  • The investment includes embedding OpenAI teams, suggesting a move beyond simple licensing agreements.
  • The strategy reflects a belief that sustained growth requires actively shaping the deployment of OpenAI’s technology.

Why It Matters

This news is significant because it signals a potential evolution in OpenAI's approach beyond purely licensing its technology. The 'circular deal' model demonstrates a desire for greater control over how its AI is implemented and used, aiming for long-term, profitable integrations. For professionals in the AI and VC sectors, this indicates a strategic shift that could impact investment trends and the competitive landscape. It also raises questions about the sustainability of ‘pumped-up valuations’ often seen in AI investments.

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