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Overview
Grammarly is an AI-powered writing assistant used by individuals and teams to improve writing across more than 500,000 applications and websites. It offers a range of subscriptions—Grammarly Free, Premium, Business, and Education—that provide real-time suggestions for grammar, style, tone, and clarity, integrated through browser extensions, apps, and other tools. The platform supports over 30 million users and 70,000 professional teams daily, with a strong emphasis on security and privacy as it serves many Fortune 500 companies. Grammarly’s approach combines automated language checks with tone and contextual guidance to help users communicate more effectively. The company differentiates itself through a large global user base, enterprise-grade security, and a proven track record with major customers, aiming to expand adoption across individuals and organizations to improve written communication at scale.
About Grammarly
Industries
Consumer Software
Enterprise Software
AI & Machine Learning
Company Size
501-1,000
Company Stage
Debt Financing
Total Funding
$1.4B
Headquarters
San Francisco, California
Founded
2009
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Simplify's Take
What believers are saying
- June 8, 2026 AI Agents broaden Grammarly beyond editing into planning, research, drafting, and review.
- June 24, 2026 GPTZero acquisition strengthens trust tooling for enterprises and education buyers.
- February 24, 2026 Rows and June 2025 Superhuman purchases show aggressive capital deployment into adjacent workflows.
What critics are saying
- June 24, 2026 GPTZero acquisition exposes Grammarly to authenticity backlash and school buyer distrust.
- March 11, 2026 Expert Review controversy shows reckless AI branding can trigger litigation and opt-outs.
- ChatGPT, Microsoft Copilot, and Google Gemini commoditize writing; Grammarly risks becoming a feature, not a company.
What makes Grammarly unique
- Grammarly/Superhuman now bundles writing, inbox, workspace, and agents under one product suite.
- June 30, 2025 Superhuman acquisition adds email urgency to Grammarly’s communication workflow moat.
- Superhuman Go embeds context across apps, replacing single-purpose proofreading with action-oriented assistance.
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Funding
Total Funding
$1.4B
Above
Industry Average
Funded Over
4 Rounds
General CatalystBenefits
Free food
Company Social Outings
Work From Home Policy
Unique Office Space
Health & Wellness Package
Paid Time Off
401K / Retirement Plan
Growth & Insights and Company News
6 month growth
↑ 0%1 year growth
↑ 3%2 year growth
↑ 5%Meet Eric weber, Tala's new Chief Technology Officer. Eric joins Tala as Chief Technology Officer after leading engineers, data scientists, and AI infrastructure specialists at Grammarly. Before that, [...] Eric joins Tala as Chief Technology Officer after leading engineers, data scientists, and AI infrastructure specialists at Grammarly. Before that, he held senior data and engineering leadership roles at Stitch Fix, Yelp, and LinkedIn. He holds a Ph.D. and an MBA from the University of Chicago Booth. As CTO, Eric will lead Tala's engineering, data, and AI functions, with a focus on the platform infrastructure that supports Tala's work across lending, payments and financial services. Tell Tala about your background. I started my career in data science and spent years building toward larger technical organizations with deep product focus. At Yelp and LinkedIn, I built data infrastructure and measurement at scale. At Stitch Fix, the work shifted to embedding machine learning and experimentation as the core operating system. The models drove decisions end-to-end, and that required very different thinking about how you build, validate, and maintain technical systems. At Grammarly, I led a global team spanning engineering, data science, data platform, and AI infrastructure. Managing that scope taught me a lot about keeping quality high as teams and systems grow and ensuring that growth is tightly connected to product and business velocity. I also hold a Ph.D., and that educational background and love for teaching shapes how I approach platform problems. Understanding why something works, not just that it works, tends to produce better systems over time. Being able to teach others about that system shows that you understand it at a level where your opinion counts. What drew you to Tala? I actually learnt about Tala about a decade ago while living in Southern California, and I thought that the mission was incredible - it resonated with me. Now being a leader at Tala ten years later and seeing the foundational architecture behind the scenes makes me excited to scale it to the next phase to serve more of the global majority. Tala has built something that takes years to accumulate: proprietary data from customers in markets that traditional financial institutions largely don't serve, models trained on that data, and infrastructure to act on it. This technical advantage can't be easily replicated and gives Tala a head start on others who might move into the space. I've spent my career building data and AI systems, and the question of who benefits from those systems is one I think about. Tala's mission deeply resonated with me because it focuses on customers that are far outside of the tech world. Tala is using its platform to expand credit access for people who have largely been shut out from accessing it. I'm also joining Tala at a critical time in its industry. Modern payment infrastructure is changing what's possible for companies operating across borders, and Tala is well positioned to move with that shift. I wanted to be part of building the technical foundation that makes it happen. How do you think about building and scaling technology platforms? First, systems need to solve a real problem. I challenge teams to only build platforms once there are three or more clear use cases where unified infrastructure is a competitive advantage. I don't believe in the "if you build it, they will come" approach. Second, before scaling products on top of infrastructure, the underlying systems need to be reliable, observable, and maintainable. Companies that skip the "prove it" moment and don't think about what a platform needs to be great at slow down later, often at the worst moments, or build something that has no real demand. The second piece is the relationship between data and decisions. A strong platform doesn't just store and retrieve information. It improves over time, surfaces the right signal at the right moment, and makes the people building on top of it more capable and more efficient. Treating data and AI infrastructure as a core asset rather than overhead is something I've seen make a real difference in how companies grow. This is particularly important in the AI moment Tala is in where everyone is searching for what sets them apart. The third is team structure. Technical systems reflect the organizations that build them, starting with clear ownership that sets high craft standards. Establishing a culture where engineers feel accountable for outcomes matters just as much as any architectural decision. I think about engineering organizations as go-to-market-minded builders. Everyone building has a responsibility to understand how the business generates revenue, to know what its customers want, and to not wait for others to give them priorities. What trends or technologies are you most focused on for Tala's platform? AI systems in production are the first. Many organizations have run AI experiments, but fewer have built the infrastructure needed to run those models reliably at scale, keep them updated, and audit their behavior. For Tala, getting that right matters across credit decisioning, predictive models, and customer intelligence. The success of the business and enablement of the global majority depends on it. The second is the shift in financial infrastructure. Stablecoins and programmable payment rails are changing what's possible for cross-border financial services. The possibilities for serving customers didn't look like this five years ago, and Tala's platform has embraced this shift to onchain finance and will need to continue operating at the pace of innovation. The third is proprietary data. As models improve, organizations with richer, more reliable data assets will increasingly outperform those without them. Tala has built that asset over years of operating in markets where others haven't. Making sure Tala get full value from it and keep building on it is a core part of what I'm here to do.
Superhuman, formerly Grammarly, acquires AI detector GPTZero. Two companies with Canadian roots want to build the internet's "authenticity layer." Superhuman, formerly known as Grammarly, has acquired GPTZero, an AI detector that checks for large language model (LLM)-generated content across the internet. The two companies, both with Canadian roots, announced the deal on Tuesday, a combination they said is meant to build the internet's "authenticity layer." While Superhuman's platform already has AI detection capabilities, the company said that detectors can often deliver conflicting results and that GPTZero's expertise "can create a more complete and reliable picture of authenticity." "When anyone can generate a half-decent draft in seconds, there's now a premium on authentic expertise." Edward Tian, GPTZero The two companies are betting that, in a world where synthetic generation on the internet is increasingly overtaking human-crafted content, people will care to know the difference. GPTZero runs a "hallucination detector" that has revealed citation errors in academic papers, and the website IstheInternetAI.com, which tracks AI usage across the internet in real time. As of this writing, it claims 16 percent of internet content is AI. "We're bringing the most trusted writing tool and the most trusted AI detector into one platform, so that confidence in content becomes the default for writers and consumers," Superhuman CEO Shishir Mehrotra said in a statement. GPTZero co-founder Edward Tian wrote in a blog post that joining Superhuman means access to more resources, expertise, and customer insights to inform its products, as well as the ability to address high-demand features it hasn't been able to tackle on its own, like AI detection in email inboxes. "When anyone can generate a half-decent draft in seconds, there's now a premium on authentic expertise - and our whole product suite is built around that," Tian wrote. New York City-based GPTZero was founded in 2022 by Tian and Alex Cui, two entrepreneurs with roots in Toronto. Following its official launch in January of 2023, GPTZero's user base grew to four million in 2024 before the company secured a $10-million "preemptive" Series A funding round. It has since grown to over 19 million users worldwide. Conversely, all three of Superhuman's co-founders, Max Lytvyn, Dmytro Lider, and Alex Shevchenko, have Canadian ties or live in Canada. The San Francisco Bay Area company, which employs roughly 1,500 people according to its LinkedIn, also expanded to Vancouver in 2019 to tap into the city's well of tech talent. The company rebranded from Grammarly late last year as part of a transformation into an all-in-one productivity platform. While the company is focused on delivering "authenticity" with this acquisition, a class-action lawsuit was filed against Superhuman earlier this year over a feature that generated editing suggestions based on notable authors and academics without consent. According to Business Insider, Mehrotra said that Tian, Cui, and GPTZero's 30 employees will join Superhuman's team. "Together, Superhuman and GPTZero are building toward something bigger than either individual company: an authenticity layer that travels with you, wherever you read, write, and create," Tian wrote in the blog post. "For our users, the mission to preserve what's human on the internet remains the same." Feature image courtesy GPTZero. Roborock Discover the next generation of cleaning innovation. Roborock redefines home robotics with AI-powered systems that sense, adapt, and operate seamlessly in real homes.
Grammarly AI Agents: from writing assistant to workplace communication platform. By Laura Evans 4 Mins Read June 8, 2026 The launch of Grammarly AI Agents marks a significant milestone in Grammarly's evolution, transforming the platform from a writing assistant focused on grammar and spelling into a broader workplace communication and productivity solution. For more than a decade, Grammarly has been known for helping users improve clarity, correctness, and tone in their writing. With AI Agents, the company is taking a much larger step forward. Its goal is no longer limited to improving sentences. Instead, Grammarly aims to support the entire communication lifecycle, including planning, researching, drafting, reviewing, and refining content. The company's vision is straightforward: communication sits at the center of modern work, and AI agents can help professionals communicate more effectively across every channel. What are Grammarly AI Agents? Grammarly AI Agents are specialized AI assistants designed to support different stages of the communication process. Unlike traditional AI chatbots that primarily respond to prompts, these agents are designed to work alongside users throughout content creation and refinement. The agents can assist with: * Researching and gathering relevant information * Creating initial drafts * Improving clarity, tone, and structure * Generating citations * Evaluating originality and content quality * Anticipating audience reactions * Optimizing messaging effectiveness * Maintaining consistency across communications Rather than requiring users to switch between multiple AI applications, Grammarly is embedding these capabilities directly into existing workflows, making AI assistance available wherever communication takes place. Why this launch matters. The significance of this launch extends beyond Grammarly itself. Across the software industry, vendors are racing to move from AI assistants to AI agents. While chatbots help users find answers, agents are designed to help users complete tasks and achieve outcomes. For business users, this distinction is important. Communication is rarely a one-step activity. Drafting a proposal, preparing a client presentation, writing documentation, or responding to customer inquiries often requires research, collaboration, editing, and review. Grammarly is positioning its AI Agents to support this entire workflow rather than a single stage of it. This reflects a broader shift in workplace software. Increasingly, organizations are looking for AI tools that fit naturally into existing workflows instead of requiring employees to jump between multiple platforms. SaaSworthy's perspective: the rise of communication intelligence platforms. From SaaSworthy's perspective, the most important takeaway is not the launch of AI Agents themselves but what this signals about the future of workplace productivity software. The traditional categories that once separated writing assistants, collaboration tools, knowledge management platforms, and AI assistants are beginning to converge. Businesses are no longer looking for standalone tools that solve isolated problems. They are looking for platforms that can support complete workflows. Grammarly's move reflects this market reality. By expanding beyond grammar correction and writing assistance, Grammarly is entering a much larger category centered on communication intelligence. The platform is evolving from helping users write better sentences to helping organizations create, manage, and optimize communication at scale. This positions Grammarly alongside a new generation of AI-powered workplace platforms that are competing not just on features, but on how effectively they help teams accomplish work. The strategy behind specialized agents. One of the more interesting aspects of Grammarly's approach is its decision to deploy multiple specialized agents rather than relying on a single general-purpose assistant. Each agent focuses on a specific communication challenge, whether that involves research, editing, clarity improvement, originality checks, or audience analysis. This aligns with a growing trend in enterprise AI. Organizations are discovering that specialized agents often produce more relevant results because they are designed around specific objectives and workflows. Potential advantages of this approach include: * Higher-quality outputs for targeted tasks * Better contextual understanding * More actionable recommendations * Easier workflow automation * Stronger alignment with business processes By deploying specialized agents, Grammarly is positioning AI as an integrated part of communication workflows rather than an external tool employees must manage separately. From writing assistant to communication platform. Perhaps the most important aspect of this announcement is what it reveals about Grammarly's long-term strategy. Historically, Grammarly competed with grammar checkers and writing enhancement tools. Today, its competitive landscape increasingly includes AI productivity platforms such as ChatGPT, Microsoft Copilot, and Google Gemini. Over the years, Grammarly has expanded into: * AI-powered content creation * Tone and style optimization * Editing and revision workflows * Team communication standards * Brand voice management * Cross-platform communication support The introduction of AI Agents represents the next stage of that transformation. For SaaS buyers, the bigger question is not whether Grammarly can help improve writing. It already does. The question is whether Grammarly can become the central AI layer for workplace communication. If successful, Grammarly may redefine its category entirely, evolving from a writing assistant into a communication platform that helps organizations plan, create, refine, and manage communication across teams, channels, and business functions. Laura is a seasoned expert with a strong background in employee scheduling, engagement, and business efficiency. She specializes in POS systems, accounting software, and SaaS spend management, helping fitness centers streamline financial processes and optimize software investments. With a passion for collaboration and workflow optimization, Laura integrates technology with business strategy to enhance team productivity and customer experience, making her a key player in modernizing fitness and service-based businesses. June 1, 2026 May 7, 2026 March 27, 2026 August 21, 2025
Grammarly vs ProWritingAid vs QuillBot: which one is actually worth it? Grammarly, ProWritingAid, and QuillBot are the three writing tools that show up in every comparison post. The problem is that most of those posts are written by affiliates who get paid when you click, so the "winner" is always whichever tool pays the highest commission. This is a more honest comparison. Each tool does something well, each tool has real weaknesses, and there are free alternatives that cover the gaps. Quick comparison table. | Feature | Grammarly | ProWritingAid | QuillBot | | Best for | Quick grammar and tone checks | Deep style and structure editing | Paraphrasing and rewording | | Free tier | Basic grammar only | Limited checks, 500-word limit | 125-word paraphrase limit | | Paid price | ~$12/month (annual) | ~$10/month (annual) | ~$10/month (annual) | | AI detection | Premium only | No | No | | Paraphrasing | Limited | No | Core feature | | Style reports | Basic | Detailed (20+ reports) | No | | Browser extension | Yes | Yes | Yes | | Word/Google Docs | Yes | Yes | Yes | Grammarly: best for speed and convenience. Grammarly is the fastest way to catch grammar mistakes, typos, and awkward phrasing. The browser extension works everywhere, the suggestions are usually right, and the interface is clean. It is the tool most people default to because it just works. Weaknesses: The free tier is basic. Premium is expensive for what you get. Style suggestions are surface-level compared to ProWritingAid. The AI detection feature is locked behind the highest tier and is not particularly reliable. ProWritingAid: best for serious editing. ProWritingAid goes deeper than Grammarly. It has over 20 writing reports covering readability, sentence structure, overused words, pacing, dialogue tags, and more. If you are editing a book, long-form content, or anything where style matters as much as correctness, ProWritingAid is the better tool. Weaknesses: The interface is slower and more complex. The free tier is very limited (500 words). It does not have a paraphrasing feature. The learning curve is steeper. QuillBot: best for paraphrasing. QuillBot's core feature is paraphrasing. You paste text, pick a mode (standard, fluency, formal, creative, etc.), and it rewrites the passage. It is useful for creating variations, simplifying complex text, or rewording something without starting over. Weaknesses: The free tier limits you to 125 words per paraphrase. It is not a grammar checker or style editor. The output sometimes sounds awkward or loses the original meaning. It does not replace actual editing. Which one should you actually pay for? * Quick grammar checks on everything you write: Grammarly free tier is usually enough. Upgrade only if you need tone detection or the desktop app. * Deep editing for long-form content: ProWritingAid is the better investment. The style reports alone are worth it for writers and content teams. * Paraphrasing and rewording at scale: QuillBot premium, but only if you paraphrase frequently. For occasional use, the free tier or a free alternative works fine. Free alternatives that cover the same ground. You do not have to pay for any of these if your needs are moderate: * SEOLivly AI Grammar Checker - Free grammar and spelling check with no word limit on the tool itself. Good for blog posts, product descriptions, and quick cleanup. * SEOLivly AI Paraphraser - Free paraphrasing tool with multiple tone options. No 125-word wall. * SEOLivly AI Humanizer - Rewrites AI-generated text so it sounds human. None of the three paid tools do this well. * SEOLivly AI Detector - Check whether your text reads as AI-generated before publishing. Free. * Hemingway Editor - Free readability checker. Highlights dense sentences and passive voice. * LanguageTool - Open-source grammar checker with a generous free tier and browser extension. The real workflow most people need. * Write the draft - with AI, by hand, or a mix. * Grammar check - run it through SEOLivly AI Grammar Checker or Grammarly free. * Paraphrase weak sections - use SEOLivly AI Paraphraser or QuillBot for sections that sound flat. * Humanize if needed - run AI-heavy sections through the AI Humanizer so the page does not read like a template. * Check before publishing - use the AI Detector as a sanity check. * Audit the page - after publishing, run it through the Website Auditor to catch meta, heading, and technical issues. Faq. Is Grammarly worth $12/month? If you write professionally every day and the tone/style suggestions save you editing time, yes. For casual use, the free tier plus a free grammar checker like SEOLivly's covers most needs. Can QuillBot replace a human editor? No. QuillBot rewrites text, but it does not understand context, brand voice, or whether the rewrite is actually better. It is a speed tool, not a quality tool. Is ProWritingAid better than Grammarly? For deep editing, yes. For quick everyday grammar checks, Grammarly is faster and simpler. They solve different problems. What about AI humanizers? None of the three tools above are designed to make AI content sound human. That is a different problem, and it is what the SEOLivly AI Humanizer is built for. Put this into action. Start with the Website Auditor, check rankings in the SEO Ranking Report, or clean up AI drafts with the AI Humanizer.
Half Baked #577: 401(k) recovery, Stitch x Claude... Plus Bootstrapping an AI company to a $1.2B valuation Mar 30, 2026 Welcome to Half Baked, the newsletter serving up startup ideas as talked about as OpenAI going public later this year? In today's edition: * | AI agents that recover lost funds * | The Google Stitch + Claude Code design workflow * | Bootstrapping an AI company to a $1.2B valuation + more * | Meta model, $170M raise, market update + more * | A cooler way to get around Let's goooo Half Baked x Grammarly: This week Gethalfbaked has partnered with Grammarly to offer one Half Baked reader a new MacBook Neo to support them on their founder journey. To be considered, just: Shoutout to last week's winner Andrew Ali. Good luck! Gethalfbaked is Hiring: Gethalfbaked is looking to hire a new Head of Content at Half Baked. If that sounds like something you'd be interested in, let Gethalfbaked know here. AI agent for 401(k) recovery. The Problem: The other day I sat down with a financial advisor to talk about something riveting...my 401(k). He asked me a pretty simple question - how many retirement accounts have I had with different companies. I told him I wasn't sure and he looked at me the way a doctor looks at someone who hasn't had a checkup in a decade. And it turns out a lot of Gethalfbaked are in the same boat. There's $1.65 trillion of Americans' money sitting in forgotten 401(k)s. In the UK? £26.6 billion. And trying to recover these funds is a bit of a pain...scrolling through government websites, calling HR departments, finding old tax forms. Well luckily for Gethalfbaked this is the kind of monotonous work agents can do in 2026. Here's what Gethalfbaked is thinking. The Solution: The Idea: An AI agent that autonomously hunts down every 401(k) you've ever had. * Connect your IRS account and VaultTrace pulls your full W-2 history to identify every employer you ever had a retirement plan with - then autonomously contacts HR departments, cross-references the National Registry, DOL Form 5500 database, and state unclaimed property registries to track every retirement account down. * One-click consolidation rolls everything into a single account with zero paperwork, with ongoing monitoring and escheatment alerts forever after * Long term, the company could open its retrieval infrastructure as an API - letting HR platforms embed 401(k) finding directly into employee onboarding and allow people to invest these recovered funds too. Nice. Business Model: Free to search, $99 flat fee per account successfully recovered. The average recovered pot is worth $9,500 - a $99 fee is an easy sell. End Goal: Acquisition by Fidelity, Betterment, or Robinhood looking to own the retirement consolidation funnel. 6-10x revenue multiple - realistic $50-150M exit. Rate this idea. How to make AI writing actually sound like you. You're probably using AI to write emails, pitch decks, investor updates...and just about everything else. The problem? So is every other founder, and your readers can tell. Grammarly fixes that. What it does: * Humanizer rewrites AI text to match your natural voice * Reader Reactions previews how your message lands before you hit send * Works across email, docs, and browser with zero tab switching 40M+ people use Grammarly and it's 100% free to start. The Google Stitch + Claude Code design workflow. The Context: Most AI-built apps have the same problem - the features work but the UI looks like it came off a production line. This workflow uses Google Stitch 2.0 to generate a complete design system and a single markdown file to lock your design language across every screen, so Claude Code stops drifting every time you prompt it. Step-by-step: * Drop screenshots of your existing app (or 2-3 Dribbble inspiration images if starting fresh) onto the Stitch canvas, then write one focused prompt describing your app and the design direction you want - dark mode, minimal, editorial, whatever fits - and generate multiple variants to curate from. * Once you're happy with the designs, go to Design Systems in the right-hand panel, click into design.md, and copy the entire file - this is your auto-generated typography scale, color palette, component rules, and spacing specs in one place. * Create a design.md file in the root of your project and paste it in - from this point forward, Claude Code will reference this file on every prompt and your design language stays consistent across every new screen and feature. * Connect Stitch to Claude Code via MCP (grab the install command from the Google Stitch docs, create an API key in Stitch Settings, and paste both into your Claude Code terminal), then prompt Claude to rebuild your UI directly from the Stitch frame source code. Become the calmest, most credible voice in the room on AI. AI should help you think better, not drown you in jargon. Mindstream is a human-first newsletter that turns complex topics into plain language, examples, and checklists you can use immediately. Whether you're a bridge builder aligning execs and engineers, a strategic navigator sizing up your next bet, or a practical learner building confidence one issue at a time, each brief respects your time and your intelligence. Five minutes to read, instant value to apply, and zero hype to filter out yourself. Founder fuel. Money Shot: This MIT dropout bootstrapped his company to a $1.2B valuation. Here's how. Prompt Drop: This prompt can turn Claude into your virtual CEO. 🆓 Founder Resource: Boris Cherny (creator of Claude Code) just shared a bunch of his favorite hidden and under-utilized features in Claude Code. Very cool. Founder Deal: Get a 45-day free trial of Wispr Flow on Gethalfbaked, its most used AI tool at Half Baked. Founder finds. Meta just unveiled TRIBE v2, a foundation model trained to predict how the human brain responds to any sight or sound. Meta's ad targeting is about to get ridiculous... Redpoint just released their 2026 Market Update, giving the latest read on where they think the market is heading. Brian Chesky thinks AI founders are leaving money on the table. Most AI capital is chasing B2B, but he believes the real opportunity is in consumer products people use every day. Aaron Levie's recent piece on the "capability overhang in AI" (that models can already do far more than most companies are actually deploying, and the gap is widening every week) is well worth a read. Drunk business idea: motorized cooler. * Enjoy a cold beer in the sunshine? Wish your cooler had wheels...and a motor...and went 16 mph? * Introducing CruzinCooler(TM), the world's first rideable electric cooler scooter. It's a full-size cooler with a 1000W motor, three wheels, and a top speed that'll get you a noise complaint in most campgrounds. It holds your beers and even brings you to the party. * CruzinCooler(TM)- the frost and the furious. That's all folks! Before you go just a few public service announcements: * Have an idea you want feedback on? DM me to discuss it or book in for Office Hours here. * Looking to sponsor Half Baked? Just fill out this form and Gethalfbaked'll get back to you asap. See you soon, John and Darragh | The Half Baked Team
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About Grammarly
Industries
Consumer Software
Enterprise Software
AI & Machine Learning
Company Size
501-1,000
Company Stage
Debt Financing
Total Funding
$1.4B
Headquarters
San Francisco, California
Founded
2009
There are no jobs for Grammarly right now.
Find jobs on Simplify and start your career today