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Captions vs Grammarly

Side-by-side on valuation, funding, investors, founders & more

Comparison updated: April 2026

Grammarly is valued at $13B — more than 3x Captions's $500M.

Head-to-Head Verdict

Grammarly leads on 5 of 5 metrics

Captions

0 wins

-Valuation
-Funding
-Awaira Score
-Team Size
-Experience

Grammarly

5 wins

+Valuation
+Funding
+Awaira Score
+Team Size
+Experience

Key Numbers

Valuation
$500M
$13B
Total Funding
$100M
$545M
Awaira Score
67/100
88/100
Employees
150
2500
Founded
2021
2009
Stage
Series C
Private
CaptionsGrammarly
Captions logo
Captions

🇺🇸 United States · Gaurav Misra

Series CEnterprise AIEst. 2021

Valuation

$500M

Total Funding

$100M

Awaira Score67/100

150 employees

Full Captions Profile →
Winner
Grammarly logo
Grammarly

🇺🇸 United States · Alex Shevchenko

PrivateEnterprise AIEst. 2009

Valuation

$13B

Total Funding

$545M

Awaira Score88/100

2500 employees

Full Grammarly Profile →
Market Context

This is a head-to-head contest: both operate in Enterprise AI and share a home market in United States. Different stages (Series C vs Private) mean these companies face fundamentally different operational priorities.

🔬

Analyst Summary

Built from real data · Updated April 2026

Companies

Within Enterprise AI, Captions and Grammarly rank among the most closely watched rivals. Captions is an enterprise AI company founded in 2021 that develops video understanding and analysis technology. Grammarly is an AI-powered writing assistance platform founded in 2009 that provides real-time grammar, spelling, punctuation, and style corrections across digital communication channels.

Funding & Valuation

Grammarly commands a $13B valuation — roughly 26x that of Captions at $500M, a gap that underscores their different scales. Grammarly has amassed $545M in total funding, far exceeding Captions's $100M.

Growth Stage

Grammarly (est. 2009) predates Captions (est. 2021) by 12 years, a significant head start in building market presence. Growth stages differ: Captions (Series C) versus Grammarly (Private), a distinction that matters for both deal structure and competitive positioning. On headcount, Captions reports 150 employees and Grammarly reports 2500.

Geography & Outlook

Captions and Grammarly share a home market in 🇺🇸 United States, intensifying their competitive overlap. On Awaira's 0-100 scale, Grammarly leads decisively at 88 compared to Captions's 67. Under Gaurav Misra and Alex Shevchenko respectively, both companies continue to chart aggressive growth paths.

Funding Velocity

Captions

Total Rounds2
Avg. Round Size$42.5M
Funding Span1 yr

Grammarly

Total Rounds3
Avg. Round Size$170M
Funding Span4.5 yrs

Funding History

Captions has completed 2 funding rounds, while Grammarly has gone through 3. Captions's most recent round was a Series C of $60M, compared to Grammarly's Series E ($200M). Captions is at Series C while Grammarly is at Private — different points in their growth trajectory.

Team & Scale

Grammarly has the bigger team at roughly 2500 people — 17x the size of Captions's 150. Grammarly has a 12-year head start, founded in 2009 vs Captions's 2021. Both are based in United States.

Metrics Comparison

MetricCaptionsGrammarly
💰Valuation
$500M
$13BWINS
📈Total Funding
$100M
$545MWINS
📅Founded
2021WINS
2009
🚀Stage
Series C
Private
👥Employees
150
2500
🌍Country
United States
United States
🏷️Category
Enterprise AI
Enterprise AI
Awaira Score
67
88WINS

Key Differences

💰

Valuation gap: Grammarly is valued 26x higher ($13B vs $500M)

📈

Funding gap: Grammarly has raised $445M more ($545M vs $100M)

📅

Market experience: Grammarly has 12 years more (founded 2009 vs 2021)

🚀

Growth stage: Captions is at Series C vs Grammarly at Private

👥

Team size: Captions has 150 employees vs Grammarly's 2500

⚔️

Direct competitors: Both operate in the Enterprise AI market segment

Awaira Score: Grammarly scores 88/100 vs Captions's 67/100

Which Should You Choose?

Use these signals to make the right call

Captions logo

Choose Captions if…

  • Captions is an enterprise AI company founded in 2021 that develops video understanding and analysis technology
Grammarly logo

Choose Grammarly if…

Top Pick
  • Higher Awaira Score — 88/100 vs 67/100
  • More established by valuation ($13B)
  • Stronger investor backing — raised $545M
  • More market experience — founded in 2009
  • Grammarly is an AI-powered writing assistance platform founded in 2009 that provides real-time grammar, spelling, punctuation, and style corrections across digital communication channels

Funding History

Captions raised $100M across 2 rounds. Grammarly raised $545M across 3 rounds.

Captions

Series C

Jun 2024

Lead: Kleiner Perkins

$60M

Series B

Jun 2023

Lead: Andreessen Horowitz

$25M

Grammarly

Series E

Jul 2021

$200M

Series D

Oct 2019

Lead: Dragoneer Growth Investments

$200M

Series C

Jan 2017

Lead: General Catalyst

$110M

Investor Comparison

No shared investors detected between these two companies.

Unique to Captions

Kleiner PerkinsAndreessen Horowitz

Unique to Grammarly

General CatalystSequoia CapitalSaudi PIFDragoneer Growth InvestmentsIVP

Users Also Compare

FAQ — Captions vs Grammarly

Is Captions bigger than Grammarly?
By valuation, Grammarly is the larger company at $13B versus $500M — a 26x difference. Size can also be measured by team: Captions employs 150 people while Grammarly has 2500 employees.
Which company raised more funding — Captions or Grammarly?
Grammarly has raised more in total funding at $545M, compared to Captions's $100M — a gap of $445M. Combined, the two companies have completed 5 known funding rounds.
Which company has a higher Awaira Score?
Grammarly leads with an Awaira Score of 88/100, while Captions sits at 67/100. That 21-point gap reflects real differences in funding, scale, and traction — it's not a vanity metric.
Who founded Captions vs Grammarly?
Captions was founded by Gaurav Misra in 2021. Grammarly was founded by Alex Shevchenko in 2009. Visit each company's profile on Awaira for a full founder biography.
What does Captions do vs Grammarly?
Captions: Captions is an enterprise AI company founded in 2021 that develops video understanding and analysis technology. The platform uses computer vision and machine learning to automatically generate captions, transcripts, and metadata from video content at scale. Captions serves organizations across media, enterprise communications, and compliance-heavy industries that need to process large volumes of video efficiently. The company's core technology focuses on speech-to-text conversion, speaker identification, and content indexing to make video searchable and accessible. Its platform integrates with existing video infrastructure and content management systems, enabling automated compliance, accessibility, and discoverability workflows. Notable applications include internal communications, training video management, and regulatory compliance documentation. Captions has raised $100 million in total funding and achieved a $500 million valuation as of Series C stage. The company competes in the growing market for enterprise video AI alongside providers like Rev and other transcription platforms, while differentiating through video-specific capabilities and enterprise-grade infrastructure. The funding trajectory reflects investor confidence in the video accessibility and searchability market, though Not disclosed regarding specific customer counts or revenue metrics. Growth appears tied to increasing enterprise demand for automated video processing and compliance documentation. Captions addresses the enterprise need to make video content machine-readable and searchable through automated AI analysis rather than manual workflows. Grammarly: Grammarly is an AI-powered writing assistance platform founded in 2009 that provides real-time grammar, spelling, punctuation, and style corrections across digital communication channels. The company offers both consumer and enterprise products, including browser extensions, desktop applications, and web-based editors that integrate with email clients, messaging platforms, and document editors like Google Docs and Microsoft Office. The platform uses machine learning and natural language processing to analyze writing for clarity, engagement, and delivery. Beyond basic grammar, Grammarly detects tone issues, provides vocabulary suggestions, and offers plagiarism detection in premium tiers. The enterprise version, Grammarly Business, targets organizations seeking to standardize communication quality across teams. As of recent valuations, Grammarly reached a $13.0 billion valuation with $545 million in total funding, positioning it as one of the most heavily funded AI writing tools. The company competes with tools like Microsoft Editor and emerging AI writing assistants powered by large language models. Grammarly serves millions of users globally, including students, professionals, and corporate teams. The platform's growth has accelerated with increasing demand for workplace writing tools and AI-assisted productivity software. The company remains privately held. Its competitive advantage lies in its large user base generating training data and its focused specialization in writing assistance. Grammarly's $13B valuation reflects the substantial market demand for AI-powered writing assistance tools integrated into everyday digital workflows.
Which company was founded first?
Grammarly got there first, launching in 2009 — that's 12 years of extra runway. Captions didn't arrive until 2021. In AI, that kind of head start means more training data, deeper customer relationships, and a bigger talent moat.
Which company has more employees?
Captions has about 150 employees; Grammarly has about 2500. A bigger team usually means more revenue or heavier VC backing, but in AI, small teams can build at massive scale.
Are Captions and Grammarly competitors?
Yes — they're direct rivals. Both Captions and Grammarly compete in Enterprise AI, targeting many of the same buyers. If you're evaluating one, you should be looking at the other.

Bottom Line

Grammarly has a clear lead here — Awaira Score of 88 vs Captions's 67. The difference comes down to funding depth and team scale.

Who Should You Watch?

Grammarly is in the stronger position — better score and deeper pockets. But Captions has room to surprise, especially if they land a marquee investor. Follow both profiles on Awaira to track funding rounds, team changes, and score updates.

Deep Dive