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Grammarly Evolves Beyond Grammar: Building an Always-On Agentic AI Platform for the Enterprise

9:45 AM   |   18 June 2025

Grammarly Evolves Beyond Grammar: Building an Always-On Agentic AI Platform for the Enterprise

Grammarly's Ambitious Leap: Building an Always-On Agentic AI Platform

For years, Grammarly has been synonymous with refining written communication, a trusted digital assistant ensuring emails were polished, essays were coherent, and documents were error-free. Its ubiquitous presence across browsers and applications made it an indispensable tool for millions. However, the landscape of artificial intelligence is evolving rapidly, and with it, Grammarly's vision for the future. Fresh off a substantial $1 billion infusion of capital from General Catalyst, the company is embarking on an ambitious transformation, aiming to move far beyond its grammar-checking roots to become a comprehensive, always-on agentic AI platform.

This strategic pivot is not merely an incremental update; it represents a fundamental rethinking of how AI can support knowledge workers. Instead of offering static recommendations or requiring users to copy and paste content into a separate interface, Grammarly is building a suite of generative AI agents designed to be deeply embedded within the user's workflow, operating continuously across disparate work applications to coordinate projects, draft complex documents, and automate time-consuming tasks.

Illustration of AI agents working across different apps
Credit: TechCrunch

The core idea is to create AI tools that possess a much richer understanding of context, drawing information not just from the document being written, but from conversations, meetings, project management tools, and other relevant data sources. This allows the agents to offer more sophisticated assistance and take proactive actions, fundamentally changing the interaction model from reactive suggestions to proactive, intelligent support.

From Grammar Checks to Workflow Orchestration

Noam Lovinsky, Chief Product Officer at Grammarly, articulated this shift in a conversation with Computerworld, stating, “We’re going to be able to give you much more feedback than, ‘Here are correct words.’ We’ll be able to give you feedback from experts that you care about. We’ll be able to help you right from start to finish.” This vision paints a picture of AI agents that act less like spellcheckers and more like intelligent collaborators or automated assistants.

Consider the task of conducting candidate interviews. Today, a recruiter might take notes during a Zoom call, then manually transcribe relevant points, draft scorecards, and update a hiring system like Greenhouse. In Grammarly's agentic future, an AI agent could attend the Zoom meeting (virtually, with permission), access the transcript, and immediately draft scorecards based on predefined criteria and the conversation's content. Lovinsky explained, “Maybe at the end of that process, Grammarly says, ‘Actually, I have this agent. And if you want, I can like create a draft for you of every single score card the minute you get off of the Zoom.’”

This capability extends further when integrated with tools like Coda, Grammarly's team workspace product. The agent could automate the entire post-interview workflow, generating a table listing all interviews, linking to transcripts, and creating draft responses or summaries. Users would then review and refine these drafts before the data is seamlessly pushed to the hiring system. This demonstrates the power of agents to not just assist with writing, but to orchestrate actions across multiple applications.

Seamless Integration Across the Digital Workplace

A key differentiator Grammarly aims to leverage is its existing platform's ability to integrate with over 500,000 applications and websites. This widespread compatibility means the new AI agents can potentially show up and provide assistance wherever a user is working, from email clients and word processors to collaboration platforms and project management tools. Lovinsky described this as the “common interface layer by which all the agents are going to get to show up. They’ll come to your applications the same way that Grammarly does today.”

The vision is for these agents to operate unobtrusively, appearing “in the right ways and in the right moments” without disrupting the user's flow. Imagine writing a project status update. An agent could automatically pull the latest relevant information from Slack conversations and Jira tickets related to that project, helping the user quickly coalesce disparate pieces of information into a coherent update. This level of context-awareness, drawn from active participation in the user's digital environment, is a hallmark of agentic AI.

For users who require more in-depth assistance than simple inline suggestions, Grammarly plans to offer a “companion” interface. This companion would open up alongside any application, allowing for deeper interaction and more complex tasks that require back-and-forth communication with the AI. This tiered approach caters to both casual users who benefit from subtle, automatic help and power users who want to leverage the AI for more significant tasks.

The Competitive Landscape and Grammarly's Advantage

Grammarly's move into the agentic AI space places it in direct competition with some of the biggest players in the technology industry. Microsoft and Google, with their vast ecosystems of enterprise applications, are already integrating sophisticated AI agents (like Microsoft Copilot and Google Workspace AI) into their productivity suites. These tools offer document drafting, data analysis, and workflow automation capabilities that overlap with Grammarly's ambitions.

Furthermore, the underlying technology powering many of these agents, large language models (LLMs), is increasingly accessible. Users are already leveraging LLMs directly through interfaces like ChatGPT for tasks ranging from drafting emails to brainstorming ideas, often requiring a manual process of cutting, pasting, and prompting.

According to Nancy Gohring, Senior Research Director for AI at IDC, Grammarly's potential advantage lies in its existing platform's ubiquity across third-party applications. “What it landed on was the platform it had already created that allowed the original Grammarly application to work across third-party applications,” she noted. This established presence gives Grammarly a potential edge in delivering agents that function seamlessly across the diverse software stacks used by enterprises, rather than being confined to a single vendor's ecosystem.

However, Gohring also points out the challenge of differentiation. “Grammarly will need to clearly articulate how it’s different and how it fits adjacent to the others,” she stated. In a crowded market of AI tools and platforms aiming for agent development and workflow automation, Grammarly must carve out a unique value proposition.

People collaborating with AI interfaces in an office
Credit: VentureBeat

Grammarly's strategy appears to focus on the user experience and broad compatibility. While other LLM-based tools often require explicit prompting and interaction, Grammarly aims for an experience where the AI “just works,” automatically understanding context and offering assistance inline. Lovinsky emphasized this point: “What I want to do is create an interface that doesn’t require you to prompt and re-prompt until you get your output. It just works.”

The company builds its own LLMs but also utilizes commercial AI providers. While users currently don't have explicit control over which model is used, Grammarly is considering offering more options for sophisticated users in the future. Their focus remains on serving knowledge workers broadly, rather than targeting highly specialized domains like coding or data analysis, further defining their niche in the market.

The Power of Context and the Future of Work

The transition to agentic AI is fundamentally about leveraging context. Traditional AI tools often operate in isolation, processing only the data explicitly provided. Agentic AI, however, is designed to perceive and act within a dynamic environment, understanding the user's goals, the applications they are using, and the information available across their digital workspace.

This deep contextual understanding is what enables the more sophisticated use cases Grammarly envisions. An agent helping draft an email isn't just correcting grammar; it might suggest relevant attachments based on recent project activity, pull in data points mentioned in a recent meeting, or adjust the tone based on the recipient and the email's purpose. This moves AI from being a passive tool to an active participant in the work process.

The $1 billion funding round is a clear indicator of investor confidence in Grammarly's ability to execute this vision and compete in the burgeoning AI agent market. This capital will likely fuel significant investment in R&D, talent acquisition, and potentially acquisitions to accelerate the development and deployment of these new agentic capabilities.

The development of agentic AI also raises important questions about privacy, security, and user control. As AI agents gain access to a wider range of sensitive information across different applications, ensuring data protection and transparency becomes paramount. Grammarly, with its history of handling user text data, will need to navigate these challenges carefully to maintain user trust.

Diverse group of people working in an office, some interacting with AI interfaces
Credit: Wired

The future of work is increasingly intertwined with AI. As tasks become more complex and information flows accelerate, knowledge workers face cognitive overload. Agentic AI promises to alleviate this by automating routine tasks, synthesizing information, and providing intelligent assistance precisely when and where it's needed. Grammarly's evolution positions it to play a significant role in this future, transforming from a writing assistant into a comprehensive productivity partner.

Technical Underpinnings and Development

Building a platform of always-on AI agents that operate across diverse applications presents significant technical challenges. It requires robust infrastructure capable of handling real-time data streams from numerous sources, sophisticated natural language understanding models that can interpret context across different domains, and flexible integration layers that can interact seamlessly with a vast array of third-party APIs.

Grammarly's decision to build its own LLMs alongside using commercial providers suggests a hybrid approach, likely aimed at optimizing models for specific tasks or maintaining control over certain aspects of the AI's behavior and performance. Training and fine-tuning these models to understand the nuances of different work contexts – from the informal language of Slack to the structured data in a project management tool – is a complex undertaking.

Furthermore, the platform must be intelligent enough to know when to intervene and when to remain silent. An overly aggressive agent could be disruptive, while one that is too passive would fail to provide value. Achieving the right balance requires sophisticated AI design and extensive user testing.

The architecture must also be scalable and secure. As agents access and process potentially sensitive information, robust security measures are essential to protect user data. The platform needs to handle permissions and access controls carefully, ensuring agents only access information they are authorized to see.

The Role of the $1 Billion Investment

The massive $1 billion funding round announced in the past month is a critical enabler for Grammarly's ambitious pivot. Developing and deploying sophisticated agentic AI capabilities requires significant investment in talent, computing resources, and research and development. This capital provides Grammarly with the runway needed to compete with well-funded tech giants and accelerate its product roadmap.

The funding will likely be used to expand the engineering and research teams focused on AI, build out the necessary infrastructure, and potentially explore strategic partnerships or acquisitions that could enhance its platform's capabilities or market reach. It signals a strong belief from investors that Grammarly's unique position and vision for agentic AI can capture a significant share of the enterprise productivity market.

This level of investment also raises expectations. Grammarly will be under pressure to demonstrate tangible progress in rolling out these new agentic features and proving their value to enterprise customers. The success of the pivot will depend on its ability to deliver on the promise of seamless, context-aware workflow automation that genuinely enhances productivity.

Diagram illustrating AI automating steps in a business workflow
Credit: TechCrunch

User Adoption and the Future Vision

Ultimately, the success of Grammarly's agentic AI platform will hinge on user adoption. While 40 million users currently rely on Grammarly for writing assistance, convincing them and new customers to embrace AI agents that take on more complex tasks will require demonstrating clear value and building trust.

The company's focus on an inline, non-disruptive experience is a smart strategy for easing users into the world of agentic AI. By starting with helpful suggestions that appear naturally within their existing workflows, Grammarly can gradually introduce more sophisticated capabilities as users become more comfortable with the AI's presence and abilities.

The vision extends beyond individual productivity to team collaboration. Agents that can synthesize information from team communication channels and project management tools can facilitate better coordination and reduce the overhead of keeping everyone informed. This team-level impact could be a key driver for enterprise adoption.

Grammarly's journey from a grammar checker to an agentic AI platform reflects the broader trend of AI moving from specialized tasks to becoming integrated, intelligent assistants that augment human capabilities across the digital workspace. With its significant funding and established user base, Grammarly is well-positioned to be a key player in shaping this future, provided it can successfully navigate the technical challenges and competitive pressures ahead.

The transition represents a bold step, moving Grammarly into a new era where its AI doesn't just refine language but actively participates in the creation and execution of work, promising a future where AI agents are not just tools, but integral partners in daily productivity.