Terra Security vs Upwind
Which for Cyber Defense AI tool is better in 2026?
Terra Security
Agentic offensive security platform for continuous AI-driven penetration testing
Upwind
Runtime-first cloud security platform
Side-by-side
Upwind is the more established option (raised $430M); pricing is comparable on both sides.
| Metric | Terra Security | Upwind |
|---|---|---|
| Taglinei | Agentic offensive security platform for continuous AI-driven penetration testing | Runtime-first cloud security platform |
| Foundedi | 2023 | 2022🏆 |
| HQi | Tel Aviv, IL | IL |
| Employeesi | 11-50🏆 | — |
| Neuron scorei | 70 | 90🏆 |
| Total fundingi | $38M | $430M🏆 |
| Latest roundi | Series A | Series B · Jan 2026 |
| Valuationi | — | $1.5B🏆 |
| Cheapest paid plani | Pricing not disclosed | — |
| Free plani | ✓ | ✗ |
| Free triali | ✓ | ✗ |
| Top tier pricei | Pricing not disclosed | Enterprise · Contact sales |
| Pricing summaryi | Free | 1 published plans |
| Categoriesi |
Capability matrix
Developer-facing capabilities and access signals for Terra Security and Upwind.
| Capability | Terra Security | Upwind |
|---|---|---|
| MCP support | ✗ | ✗ |
| Public API | ✓ | ✗ |
| Webhooks | ✗ | ✗ |
| OAuth 2.0 | ✗ | ✗ |
| SDK languages | — | — |
| Free plan | ✓ | ✗ |
| Free trial | ✓ | ✗ |
| Verified | ✗ | ✗ |
| Active deal | ✗ | ✗ |
🟢 Strengths of Terra Security
- Offers a free plan
- Offers a free trial
- Newer company (2023)
🔵 Strengths of Upwind
- Has raised more capital ($430M vs $38M)
- Higher Neuron score (90 vs 70)
- More mature (2022)
Which should you choose?
Choose Upwind if price matters most — it starts at Enterprise · Contact sales, which is friendlier for teams watching burn. Both AI for Cyber Defense tools ship core features, so the cost delta often decides it for small teams and solo operators.
Choose Upwind if you want the most established option — it has raised $430M, suggesting more runway for enterprise features, support, and long-term roadmap. For mission-critical workflows or larger teams, that stability often outweighs a lower monthly price.
Frequently asked questions
Terra Security vs Upwind — which is better?
It depends on your priority. Terra Security is the leaner option; Upwind has broader feature depth. See the side-by-side table above.
Is Terra Security cheaper than Upwind?
No — Upwind's cheapest paid plan is Enterprise · Contact sales, while Terra Security's is Free.
Do Terra Security and Upwind offer free plans?
Terra Security: Yes, has a free plan. Upwind: Paid only.
Explore more AI for Cyber Defense tools
Contextual paths to related AI startups, deals and rankings.