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Overall Winner: Grammarly·88/ 100

Grammarly vs Gong

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

Comparison updated: April 2026

Two Enterprise AI companies going head to head.

Head-to-Head Verdict

Grammarly leads on 4 of 5 metrics

Grammarly

4 wins

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

Gong

1 win

-Valuation
+Funding
-Awaira Score
-Team Size
-Experience
Winner
Grammarly logo
Grammarly

🇺🇸 United States · Alex Shevchenko

PrivateEnterprise AIEst. 2009

Valuation

$13B

Total Funding

$545M

Awaira Score88/100

2500 employees

Full Grammarly Profile →
Gong logo
Gong

🇮🇱 Israel · Amit Bendov

Series EEnterprise AIEst. 2015

Valuation

$4.5B

Total Funding

$584M

Awaira Score84/100

1500 employees

Full Gong Profile →
Market Context

Both companies compete in the Enterprise AI space, though from different geographies — Grammarly in United States and Gong in Israel. Different stages (Private vs Series E) mean these companies face fundamentally different operational priorities.

🔬

Analyst Summary

Built from real data · Updated April 2026

Within Enterprise AI, Grammarly and Gong rank among the most closely watched rivals. 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. Gong is an Israeli enterprise AI platform founded in 2015 that specializes in revenue intelligence for B2B sales and customer success teams.

Valuation-wise, Grammarly holds the advantage at $13B, roughly 2.9 times Gong's $4.5B. Grammarly has raised $545M while Gong has raised $584M, keeping their war chests in the same ballpark.

Grammarly (est. 2009) predates Gong (est. 2015) by 6 years, a significant head start in building market presence. Growth stages differ: Grammarly (Private) versus Gong (Series E), a distinction that matters for both deal structure and competitive positioning. Headcount tells a story too: Grammarly has 2500 employees and Gong has 1500.

Based in 🇺🇸 United States and 🇮🇱 Israel respectively, Grammarly and Gong tap into different talent markets and regulatory environments. On Awaira's 0-100 scale, the gap is minimal — Grammarly scores 88 and Gong scores 84. Under Alex Shevchenko and Amit Bendov respectively, both companies continue to chart aggressive growth paths.

Key Numbers

Valuation
$13B
$4.5B
Total Funding
$545M
$584M
Awaira Score
88/100
84/100
Employees
2500
1500
Founded
2009
2015
Stage
Private
Series E
GrammarlyGong

Funding Velocity

Grammarly

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

Gong

Total Rounds6
Avg. Round Size$107M
Funding Span7.1 yrs

Funding History

Grammarly has completed 3 funding rounds, while Gong has gone through 6. Grammarly's most recent round was a Series E of $200M, compared to Gong's Series E ($200M). Grammarly is at Private while Gong is at Series E — different points in their growth trajectory.

Team & Scale

Team sizes are in the same ballpark: Grammarly has about 2500 people and Gong has around 1500. Grammarly has a 6-year head start, founded in 2009 vs Gong's 2015. Geographically, they're in different markets — Grammarly operates out of United States and Gong from Israel.

Metrics Comparison

MetricGrammarlyGong
💰Valuation
$13BWINS
$4.5B
📈Total Funding
$545M
$584MWINS
📅Founded
2009
2015WINS
🚀Stage
Private
Series E
👥Employees
2500
1500
🌍Country
United States
Israel
🏷️Category
Enterprise AI
Enterprise AI
Awaira Score
88WINS
84

Key Differences

💰

Valuation gap: Grammarly is valued 2.9x higher ($13B vs $4.5B)

📈

Funding gap: Gong has raised $39M more ($584M vs $545M)

📅

Market experience: Grammarly has 6 years more (founded 2009 vs 2015)

🚀

Growth stage: Grammarly is at Private vs Gong at Series E

👥

Team size: Grammarly has 2500 employees vs Gong's 1500

🌍

Market base: 🇺🇸 Grammarly (United States) vs 🇮🇱 Gong (Israel)

⚔️

Direct competitors: Both operate in the Enterprise AI market segment

Awaira Score: Grammarly scores 88/100 vs Gong's 84/100

Which Should You Choose?

Use these signals to make the right call

Grammarly logo

Choose Grammarly if…

Top Pick
  • Higher Awaira Score — 88/100 vs 84/100
  • More established by valuation ($13B)
  • More market experience — founded in 2009
  • United States-based for regional compliance or proximity
  • 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
Gong logo

Choose Gong if…

  • Stronger investor backing — raised $584M
  • Israel-based for regional compliance or proximity
  • Gong is an Israeli enterprise AI platform founded in 2015 that specializes in revenue intelligence for B2B sales and customer success teams

Funding History

Grammarly raised $545M across 3 rounds. Gong raised $584M across 6 rounds.

Grammarly

Series E

Jul 2021

$200M

Series D

Oct 2019

Lead: Dragoneer Growth Investments

$200M

Series C

Jan 2017

Lead: General Catalyst

$110M

Gong

Series E

Feb 2022

$200M

Series D

Sep 2021

Lead: Stripes

$200M

Series C

Dec 2019

$65M

Series B

Jan 2019

$50M

Series A

Jan 2017

Lead: Sequoia Capital

$20M

Seed

Jan 2015

Investor Comparison

Shared Investors1
Sequoia Capital

Unique to Grammarly

General CatalystSaudi PIFDragoneer Growth InvestmentsIVP

Unique to Gong

Franklin TempletonStripesBattery Ventures

Users Also Compare

FAQ — Grammarly vs Gong

Is Grammarly bigger than Gong?
By valuation, Grammarly is the larger company at $13B versus $4.5B — a 2.9x difference. Size can also be measured by team: Grammarly employs 2500 people while Gong has 1500 employees.
Which company raised more funding — Grammarly or Gong?
Gong has raised more in total funding at $584M, compared to Grammarly's $545M — a gap of $39M. Combined, the two companies have completed 9 known funding rounds.
Which company has a higher Awaira Score?
Grammarly leads with an Awaira Score of 88/100, while Gong sits at 84/100. That 4-point gap reflects real differences in funding, scale, and traction — it's not a vanity metric.
Who founded Grammarly vs Gong?
Grammarly was founded by Alex Shevchenko in 2009. Gong was founded by Amit Bendov in 2015. Visit each company's profile on Awaira for a full founder biography.
What does Grammarly do vs Gong?
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. Gong: Gong is an Israeli enterprise AI platform founded in 2015 that specializes in revenue intelligence for B2B sales and customer success teams. The company has raised $584M across multiple funding rounds and maintains a valuation of $4.5B as of its Series E stage. Gong's core platform uses artificial intelligence and machine learning to analyze customer interactions, including sales calls, emails, and meetings, extracting actionable insights to improve sales performance and deal outcomes. The technology transcribes and analyzes conversation data to identify patterns, coaching opportunities, and best practices. The platform serves enterprise customers across various industries, helping sales teams forecast pipeline accuracy, reduce deal slippage, and improve win rates. Gong competes in the revenue intelligence and conversation intelligence market alongside companies like Chorus and Salesloft. The platform integrates with common CRM systems and sales tools. The company has demonstrated significant growth trajectory, expanding its customer base and product capabilities since inception. Gong's approach focuses on making conversation data accessible and actionable for sales organizations. The platform has become a standard tool for enterprise sales operations, particularly among mid-market and enterprise software companies seeking data-driven sales optimization and revenue predictability. Gong converts unstructured conversation data into structured business intelligence for sales teams, enabling data-driven coaching and pipeline management at enterprise scale.
Which company was founded first?
Grammarly got there first, launching in 2009 — that's 6 years of extra runway. Gong didn't arrive until 2015. In AI, that kind of head start means more training data, deeper customer relationships, and a bigger talent moat.
Which company has more employees?
Grammarly has about 2500 employees; Gong has about 1500. A bigger team usually means more revenue or heavier VC backing, but in AI, small teams can build at massive scale.
Are Grammarly and Gong competitors?
Yes — they're direct rivals. Both Grammarly and Gong compete in Enterprise AI, targeting many of the same buyers. If you're evaluating one, you should be looking at the other.

Bottom Line

It's close. Both Grammarly and Gong are strong players, and picking a winner depends on what you're looking for. Check each profile for the full picture.

Who Should You Watch?

This one's genuinely too close to call. Both companies are competitive, and the winner will likely come down to execution over the next 12-18 months. Follow both profiles on Awaira to track funding rounds, team changes, and score updates.

Deep Dive