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
4 wins
Gong
1 win
🇺🇸 United States · Alex Shevchenko
Valuation
$13B
Total Funding
$545M
2500 employees
🇮🇱 Israel · Amit Bendov
Valuation
$4.5B
Total Funding
$584M
1500 employees
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
Funding Velocity
Grammarly
Gong
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
| Metric | Grammarly | Gong |
|---|---|---|
💰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
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
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
Series D
Oct 2019
Lead: Dragoneer Growth Investments
Series C
Jan 2017
Lead: General Catalyst
Gong
Series E
Feb 2022
Series D
Sep 2021
Lead: Stripes
Series C
Dec 2019
Series B
Jan 2019
Series A
Jan 2017
Lead: Sequoia Capital
Seed
Jan 2015
Investor Comparison
Unique to Grammarly
Unique to Gong
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Explore Further
FAQ — Grammarly vs Gong
Is Grammarly bigger than Gong?▾
Which company raised more funding — Grammarly or Gong?▾
Which company has a higher Awaira Score?▾
Who founded Grammarly vs Gong?▾
What does Grammarly do vs Gong?▾
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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.