Upwind vs XBOW
Which Security AI tool is better in 2026?
Upwind
Runtime-first cloud security platform
XBOW
Autonomous offensive security AI
Side-by-side
| Upwind | XBOW | |
|---|---|---|
| Tagline | Runtime-first cloud security platform | Autonomous offensive security AI |
| Founded | 2022 | 2024 |
| HQ | IL | US |
| Employees | — | — |
| Total funding | $430M | $237M |
| Latest round | Series B · Jan 2026 | Series C · May 2026 |
| Valuation | — | — |
| Cheapest paid plan | Pricing not disclosed | Pricing not disclosed |
| Free plan | ✗ | ✗ |
| Free trial | ✗ | ✗ |
| Top tier price | Pricing not disclosed | Pricing not disclosed |
| Pricing summary | Pricing not listed | Pricing not listed |
| Categories |
Capability matrix
Developer-facing capabilities and access signals for Upwind and XBOW.
| Capability | Upwind | XBOW |
|---|---|---|
| MCP support | ✗ | ✗ |
| Public API | ✗ | ✗ |
| Webhooks | ✗ | ✗ |
| OAuth 2.0 | ✗ | ✗ |
| SDK languages | — | — |
| Free plan | ✗ | ✗ |
| Free trial | ✗ | ✗ |
| Verified | ✗ | ✗ |
| Active deal | ✗ | ✗ |
🟢 Strengths of Upwind
- Has raised more capital ($430M vs $237M)
- More mature (2022)
🔵 Strengths of XBOW
- Newer company (2024)
Which should you choose?
Choose XBOW if price matters most — it starts at Pricing not listed, which is friendlier for teams watching burn. Both AI Security 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
Upwind vs XBOW — which is better?
It depends on your priority. Upwind has raised more capital and is the more established option; XBOW has broader feature depth. See the side-by-side table above.
Is Upwind cheaper than XBOW?
No — XBOW's cheapest paid plan is Pricing not listed, while Upwind's is Pricing not listed.
Do Upwind and XBOW offer free plans?
Upwind: Paid only. XBOW: Paid only.
Explore more AI Security tools
Contextual paths to related AI startups, deals and rankings.