Crosby vs Theo Ai
Which Legal AI tool is better in 2026?
Crosby
AI-native law firm delivering fast contract review through a Slack-native, services-as-software model.
Theo Ai
Predictive AI that forecasts litigation outcomes and settlement values for legal teams.
Side-by-side
Crosby is the more established option (raised $80M); pricing is comparable on both sides.
| Metric | Crosby | Theo Ai |
|---|---|---|
| Taglinei | AI-native law firm delivering fast contract review through a Slack-native, services-as-software model. | Predictive AI that forecasts litigation outcomes and settlement values for legal teams. |
| Foundedi | 2025 | 2024🏆 |
| HQi | San Francisco, US | New York, US |
| Employeesi | 11-50 | 1-10🏆 |
| Neuron scorei | 64🏆 | 53 |
| Total fundingi | $80M🏆 | $9.8M |
| Latest roundi | Series B · Apr 2026 | Seed |
| Valuationi | $400M🏆 | — |
| Cheapest paid plani | Pricing not disclosed | Pricing not disclosed |
| Free plani | ✗ | ✓ |
| Free triali | ✗ | ✓ |
| Top tier pricei | Pricing not disclosed | Pricing not disclosed |
| Pricing summaryi | Enterprise · Contact sales | Free |
| Categoriesi |
Capability matrix
Developer-facing capabilities and access signals for Crosby and Theo Ai.
| Capability | Crosby | Theo Ai |
|---|---|---|
| MCP support | ✗ | ✗ |
| Public API | ✗ | ✗ |
| Webhooks | ✗ | ✗ |
| OAuth 2.0 | ✗ | ✗ |
| SDK languages | — | — |
| Free plan | ✗ | ✓ |
| Free trial | ✗ | ✓ |
| Verified | ✗ | ✗ |
| Active deal | ✗ | ✗ |
🟢 Strengths of Crosby
- Has raised more capital ($80M vs $9.8M)
- Higher Neuron score (64 vs 53)
- Newer company (2025)
🔵 Strengths of Theo Ai
- Offers a free plan
- Offers a free trial
- More mature (2024)
Which should you choose?
Choose Theo Ai if price matters most — it starts at Free, which is friendlier for teams watching burn. Both AI Legal tools ship core features, so the cost delta often decides it for small teams and solo operators.
Choose Crosby if you want the most established option — it has raised $80M, 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
Crosby vs Theo Ai — which is better?
It depends on your priority. Crosby has raised more capital and is the more established option; Theo Ai has broader feature depth. See the side-by-side table above.
Is Crosby cheaper than Theo Ai?
No — Theo Ai's cheapest paid plan is Free, while Crosby's is Enterprise · Contact sales.
Do Crosby and Theo Ai offer free plans?
Crosby: Paid only. Theo Ai: Yes, has a free plan.
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