Artificial Intelligence Startups Challenge Venture Capital's Unwritten Rule
The rapid growth of artificial intelligence is challenging the long-standing unwritten rule in venture capital that firms should not back two competing companies.

The age-old unwritten rule in venture capital is under threat due to the rapid growth of artificial intelligence. For decades, it was considered taboo for a firm to back two companies that directly compete with each other. However, this rule is now being challenged by the increasing number of AI startups.
A notable example of this challenge is the overlap between OpenAI and Anthropic, both of which have attracted numerous investors. Furthermore, Factory, an AI startup that builds software-writing agents, recently fired a board observer and adviser after allegations of impropriety involving its direct rival Cognition, maker of the Devin coding agent. The situation was further complicated when the former board member joined Cognition as chief revenue officer.
Factory's CEO had accused the departing executive of sharing confidential information with Cognition while still privy to sensitive discussions at Factory. However, the departing executive denied any wrongdoing and claimed he had already resigned from his role before joining Cognition. Notably, influential investor Vinod Khosla sided with the former board member, calling Factory "a struggling second tier competitor" on social media platform X.
Khosla Ventures has a significant stake in both Factory and Cognition, highlighting the blurred lines between investment decisions and potential conflicts of interest. This development is raising questions about the ability of venture capital firms to maintain their traditional approach to backing rival companies.
Benchmark, a prominent player in the venture capital space, acknowledges that the old rules are no longer applicable due to the complexities introduced by AI startups expanding into each other's territory. According to the firm's partners, conflicts between portfolio companies are now seen as necessary consequences of operating in this rapidly evolving landscape.
The venture capital industry is witnessing an unprecedented level of competition among its own portfolio companies as they rapidly evolve and adapt to changing market conditions. This has led to conflicts between these companies, which were once seen as anomalies but are now viewed as inevitable consequences of operating in this fast-paced landscape.
Benchmark's Eric Vishria acknowledges that the company's commitment to each founder is not compromised by potential conflicts with other portfolio companies. He emphasizes that Benchmark does not claim expertise in product or technology development and therefore cannot pass on sensitive information about one company to another. This approach allows the firm to maintain confidentiality while navigating complex relationships between its portfolio companies.
The accelerating pace of technological advancements, particularly in software development, has created an environment where founders are increasingly ambitious and eager to expand their scope. Chetan Puttagunta notes that with costs approaching zero for building software, entrepreneurs see a vast potential for growth and are more likely to venture into new areas, potentially leading to conflicts with other portfolio companies.
Puttagunta draws a distinction between direct competitors at the outset and those that emerge over time as one company expands into another's territory. He suggests that while some conflicts may be unavoidable, they can often be managed through clear communication and strategic planning within the VC firm.
As venture capital firms navigate the increasingly complex landscape of startup investments, they are facing a growing challenge: managing conflicts of interest that arise when investing in rival companies.
Firms like Benchmark, which prides itself on its commitment to transparency and loyalty with portfolio companies, are finding it difficult to balance competing interests. According to Peter Fenton, a partner at the firm, this issue is akin to "kryptonite" - the toughest problem they face.
The spectrum of investor-company relationships is becoming more nuanced, with some investors prioritizing their own interests over those of their portfolio companies. At one end are co-founders who would never work on competing ventures, while at the other end are public-market stock pickers who can hold stakes in multiple rivals without being actively involved in shaping them.
Benchmark's approach to managing conflicts is rooted in transparency and open communication with its founders, ensuring that any issues are addressed promptly and fairly.
Benchmark's approach to managing conflicts is rooted in transparency and open communication with its founders, ensuring that any issues are addressed promptly and fairly.
This transparency has allowed Benchmark to maintain a strong reputation as a venture capital firm, one that is not afraid to adapt to the changing landscape of the tech industry. The firm's willingness to acknowledge the challenges posed by AI has been seen as a positive step towards innovation and progress. As a result, Benchmark continues to thrive in an increasingly competitive market, its commitment to transparency and open communication serving as a model for other venture capital firms to follow. This approach will undoubtedly serve the firm well as it navigates the complexities of the tech industry's future developments.
Facts based on reporting originally published by TechCrunch.
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