# Boski vs Caddy (slim)

> Boski scores 26.2 (F) to Caddy's 16.7 (F) for proactive personal assistants. Prices, MCP, x402, uptime and agent notes side by side.

- Full: https://www.anchorterminal.com/compare/boski-vs-caddy-app.md (~3,250 tokens) · this version ~530 tokens · JSON https://www.anchorterminal.com/compare/boski-vs-caddy-app.json · canonical https://www.anchorterminal.com/compare/boski-vs-caddy-app
- Index: https://www.anchorterminal.com/llms.txt · API: https://www.anchorterminal.com/api/v1/index.json · Updated: 2026-10-13

Boski scores 26.2 (F) on agent readiness against Caddy's 16.7 (F), and leads in 5 of 7 scored categories. Caddy leads on payments & pricing and maintenance & community. Both do proactive personal assistants.

- Boski: F 26.2, rank #981 of 1010 · https://www.anchorterminal.com/tools/boski.min.md
- Caddy: F 16.7, rank #996 of 1010 · https://www.anchorterminal.com/tools/caddy-app.min.md
- Boski, good for People who want an agent working on personal goals between conversations, and who want ChatGPT or Codex to read their saved preferences. Ahead on Reliability, 25 against 10; Schema & documentation, 15 against 10; Agent ergonomics, 13 against 0; Security & auth, 45 against 0; Transparency & trust, 63 against 52.
- Caddy, good for People who want a free assistant in iMessage or RCS that watches mail, calendars and work tools and asks before acting. Ahead on Payments & pricing, 30 against 10; Maintenance & community, 55 against 23.

| Category | Boski | Caddy |
| --- | --- | --- |
| Reliability (16%) | 25 | 10 |
| Performance (10%) | pending | pending |
| Schema & documentation (13%) | 15 | 10 |
| Agent ergonomics (13%) | 13 | 0 |
| Security & auth (14%) | 45 | 0 |
| Payments & pricing (10%) | 10 | 30 |
| Task success (10%) | pending | pending |
| Maintenance & community (7%) | 23 | 55 |
| Transparency & trust (7%) | 63 | 52 |

| Fact (where they differ) | Boski | Caddy |
| --- | --- | --- |
| Vendor | Boski, Inc. | Caddy Technologies Inc. |
| Pricing | Paid | Free |
| Licence | Closed service under Boski's Terms of Service (Boski, Inc., a Delaware corporation, effective 20 August 2026). | Closed service under Caddy's Terms of Service (Caddy Technologies Inc., last updated 27 April 2026). |
| Last release | none | 2026-10-13 |