OpCo PortCo Profile

Closing the Context Gap: Meet Coworker.ai

By
Haley Brannan

The not-so-secret of enterprise AI tools? They're still shockingly disconnected from the nuanced reality of how companies actually work. 

Enter Coworker.ai, which recently announced its $13M seed round. Coworker has built what our team and Operator LPs immediately recognized as the missing piece in the enterprise AI stack: genuine organizational understanding, without the handholding. 

The Company

Coworker.ai offers the first AI agent that can independently research, plan, and execute complex work just like an experienced colleague. Founded by former Uber executives Alex Calder and Bradford Church, Coworker is built on a revolutionary memory architecture called Organizational Memory (OM1) that acts like a company's brain. Watch a quick overview here

Why You Should Pay Attention

Despite millions of dollars flowing into AI development, companies still struggle with a fundamental problem: AI tools lack the deep context needed to understand how organizations actually function. While general-purpose LLMs excel with internet knowledge, they fail when internal company context is required. 

Coworker.ai solves this problem with OM1, which:

  • Tracks 120+ business dimensions like projects, teams, meetings and how they change
  • Provides full context across a company's data, culture, and knowledge
  • Works across 25+ enterprise tools like Jira, Slack, GitHub, and Salesforce

The Details

When our team first saw Coworker's demo, the immediate reaction was: "This is almost too powerful." The level of insight and operational visibility it provides — across teams, projects, customers, and workflows — will feel unsettling to some leaders. Not because it’s intrusive, but because it surfaces unfiltered truth from 120+ dimensions across your organization.

Unlike other enterprise AI tools that use naive retrieval approaches, Coworker's memory architecture provides the critical context that's been missing. For example:

  • For sales teams: Analyze calls, create proposals, and draft follow-ups to help close deals faster
  • For engineering & product: Write code, create and review pull requests, automate documentation
  • For customer success: Track feedback, analyze health metrics, flag emerging risks
  • For leadership: Generate real-time updates on priorities, blockers, and company-wide trends

Coworker is currently being used by over 25 companies across various functions. Customer feedback has been exceptional, with users reporting they're "constantly surprised by the insights" and finding it "an important part of daily workflow."

Why We're Invested

CEO Alex Calder and CPO Bradford Church previously worked together at Uber, where they scaled Shared Rides operations to 40 cities globally. Their complementary skills in operations and product development, combined with Chief Architect Martin Di Rollo's expertise in large-scale systems, create a founding team well-positioned to execute on this ambitious vision.

Our Operator LPs consistently tell us that understanding what's actually happening across their organizations is a top challenge. The key component missing from current AI tools? Context. Coworker's approach provides exactly that—not just accessing raw internal data, but synthesizing it into meaningful organizational understanding.

We're particularly excited about how Coworker can transform cross-functional work. Current specialized AI agents handle narrow tasks well but can't collaborate across teams or cross-department projects. Coworker's contextual understanding enables it to function more like a true teammate than an assistant.

Get Involved

Watch my interview with Alex below. For companies looking to move beyond fragmented AI tools to a truly comprehensive AI teammate that understands your organization at a deep level, get in touch

Let's connect.

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