Former Atlassian CTO raises $65M seed to build governance layer for enterprise AI agents

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Sycamore, led by former Atlassian CTO Sri Viswanath, announced a $65 million seed round to build an agentic operating system for enterprises. The round was led by Coatue and Lightspeed, with backing from notable angel investors including former OpenAI chief scientist Bob McGrew, Intel CEO Lip-Bu Tan, and Databricks CEO Ali Ghodsi. The startup aims to solve the infrastructure gap preventing enterprises from deploying AI agents safely at scale.

Former Coatue Partner Launches Enterprise AI Agent Startup With Massive Seed Funding

Sycamore emerged from stealth mode Monday with a $65 million seed round, one of the largest seed raises in the enterprise AI agent startup space. The Palo Alto-based company, led by Sri Viswanath, secured backing from Coatue and Lightspeed Venture Partners, alongside a roster of prominent angel investors including former OpenAI chief scientist Bob McGrew, Intel CEO Lip-Bu Tan, and Databricks CEO Ali Ghodsi

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. The round also drew participation from Abstract Ventures, Dell Technologies Capital, 8VC, Fellows Fund, and E14 Fund, with additional angels including Okta co-founder Frederic Kerrest and Palo Alto Networks President BJ Jenkins

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Source: ET

Source: ET

Viswanath brings over 20 years of experience building enterprise platforms at global scale, including roles at Sun Microsystems, VMware, and Groupon. Most recently, he served as CTO of Atlassian, where he led the cloud transformation and scaled the engineering organization to more than 7,000 employees

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. He left his role as a partner at Coatue in the fall to launch Sycamore, leveraging long-standing relationships to assemble the funding round.

Source: TechCrunch

Source: TechCrunch

Building an Agent Orchestration Layer From the Ground Up

Unlike competitors that layer agents onto existing workflows, Sycamore is building solutions from scratch by starting with the problem itself and designing the right solution, whether that involves agents, backend infrastructure, frontends, or data integrations

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. The company aims to create a complete agent orchestration layer that handles everything from coding to backend systems, stepping in wherever needed

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Source: SiliconANGLE

Source: SiliconANGLE

The startup describes its product as a "trusted agent operating system" designed to bring enterprise AI agents to the next level. While AI models have demonstrated the ability to reason and act autonomously, most enterprises remain hesitant to deploy them due to the lack of secure and scalable infrastructure needed to do so safely at scale

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. With Sycamore's agentic operating system, enterprises can discover, build, deploy, and observe fleets of AI agents within a governed environment.

Tackling Operational Gravity With Trust and Autonomy

Sycamore addresses what it calls "operational gravity"โ€”the challenge enterprises face when AI agents work well in demo environments but lack a centralized portal to ensure they follow company policies, stay within security boundaries, and learn from mistakes

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. The governance layer for enterprise AI agents uses a tiered system where agents "earn" trust and gradually gain more autonomy as they prove their reliability. When first deployed, agents are heavily monitored and slowly gain freedom as they demonstrate competence.

The platform allows human workers to describe tasks in natural language, with agents creating necessary applications and integrations to accomplish goals. These agents capture institutional knowledge as they progress, becoming smarter through continued interaction with company data and workflows

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. Viswanath emphasized that "the next generation of enterprise software will be autonomous, continuously learning and adaptive," positioning Sycamore as the operating system for that future with a foundation built on trust and autonomy, security, and control.

Navigating a Crowded Competitive Landscape

Sycamore enters a field loaded with competition from multiple directions. Smaller startups like Maisa AI compete alongside nascent companies raising even larger rounds, such as OpenAI-backed Isara, which raised $94 million

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. Growth-stage competitors include Airia, which raised $100 million in September, and Port, which secured $100 million in December. Major model makers like OpenAI with Frontier and Anthropic with Cowork also want to own the enterprise agent platform, while cloud providers including Microsoft Azure with Foundry and AWS with Amazon Bedrock AgentCore pursue the same market

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Despite the crowded landscape, investors believe Viswanath's experience sets Sycamore apart. Thomas Laffont, cofounder of Coatue, stated that "every boardroom conversation today includes AI agents, but the platform to support them isn't there yet," calling Sycamore a "Big F Idea" that could expand the entire category

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. Raviraj Jain, partner at Lightspeed Venture Partners, noted that Viswanath "is one of the few founders who has built enterprise platforms at global scale," positioning the team to define the category at the intersection of AI adoption and agent security

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Early Traction With Fortune 500 Clients

Sycamore has already gained traction with Fortune 500 clients, though Viswanath declined to name specific customers

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. The funding will enable the company to scale its engineering and applied AI teams, moving agents out of the lab and into production. The startup is focused on building "trust architectures" and multi-agent coordination systems to ensure that multiple agents running simultaneously don't collide and create digital chaos

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The biggest challenge ahead involves integrationโ€”ensuring AI agents work seamlessly with the legacy systems modern enterprises rely on. If Sycamore delivers the operational infrastructure it promises, it could unlock a wave of enterprise automation where humans act as coordinators of autonomous agents rather than performing repetitive tasks themselves. The company describes AI agents as "the next major platform shift in enterprise computing," noting that while models can now reason and act, enterprises lack the infrastructure to deploy them safely and at scale

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. With compliance and security protocols built into its foundation, Sycamore aims to provide that missing infrastructure layer.

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