# Boski vs Caddy > 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. - Canonical: https://www.anchorterminal.com/compare/boski-vs-caddy-app - Markdown: https://www.anchorterminal.com/compare/boski-vs-caddy-app.md (~3,250 tokens) - Slim: https://www.anchorterminal.com/compare/boski-vs-caddy-app.min.md (~530 tokens, same facts, less prose, for token-sensitive contexts) - JSON: https://www.anchorterminal.com/compare/boski-vs-caddy-app.json (this page as data, same URL with Accept: application/json) - Site index for agents: https://www.anchorterminal.com/llms.txt (full text: https://www.anchorterminal.com/llms-full.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: grade F, 26.2/100, rank #981 of 1010. Markdown https://www.anchorterminal.com/tools/boski.md · JSON https://www.anchorterminal.com/api/v1/tools/boski.json - Caddy: grade F, 16.7/100, rank #996 of 1010. Markdown https://www.anchorterminal.com/tools/caddy-app.md · JSON https://www.anchorterminal.com/api/v1/tools/caddy-app.json - Best AI personal assistants that act for one person: https://www.anchorterminal.com/best/personal-assistants/index.md - All 834 assistants comparisons: https://www.anchorterminal.com/compare/personal-assistants/index.md ## Which one, for what ### Boski (F) 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 Watch for: No free plan or trial found. ### Caddy (F) 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 Watch for: No API, MCP server or A2A endpoint for an outside agent. ## Score by category | Category | Weight | Boski | Caddy | Edge | | --- | --- | --- | --- | --- | | Reliability | 16% (20 this run) | 25 | 10 | Boski +15 | | Performance | 10%, pending | pending | pending | not scored in this run | | Schema & documentation | 13% (16.2 this run) | 15 | 10 | Boski +5 | | Agent ergonomics | 13% (16.2 this run) | 13 | 0 | Boski +13 | | Security & auth | 14% (17.5 this run) | 45 | 0 | Boski +45 | | Payments & pricing | 10% (12.5 this run) | 10 | 30 | Caddy +20 | | Task success | 10%, pending | pending | pending | not scored in this run | | Maintenance & community | 7% (8.8 this run) | 23 | 55 | Caddy +32 | | Transparency & trust | 7% (8.8 this run) | 63 | 52 | Boski +11 | | Negative events | ≤15 | 0 | 0 | | | **Total** | | **26.2 · F** | **16.7 · F** | | ## Facts side by side | Fact | Boski | Caddy | | --- | --- | --- | | Kind | Platform | Platform | | Vendor | Boski, Inc. | Caddy Technologies Inc. | | Hosted endpoint | no (local only) | no (local only) | | Transports | | | | Auth | OAuth or key | OAuth or key | | Pricing | Paid | Free | | x402 | no | no | | 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). | | Read-only variant documented | yes | yes | | llms.txt | yes | yes | | Last release | none | 2026-10-13 | | Terms last updated | | | | Privacy policy last updated | | | | Customer content may train models | | | | Terms restrict automated access | | | | Terms restrict benchmarking | | | | Terms or service can change without notice | | | | Arbitration or class-action waiver | | | ## Verdicts **Boski.** Boski is a hosted personal agent that works on its owner's goals over messaging channels for $5 a week, and its plugin lets ChatGPT and Codex read saved preferences under a read-only OAuth scope. No free option, status page or security contact was found, and the plugin's tool definitions weren't readable. **Caddy.** Caddy is a free iMessage and RCS assistant in public beta that watches connected mail, calendars and work apps and asks before sending email or changing data. No outside agent can call it, and no status page, changelog or security contact was found, though its iOS app ships every week or two. ## Before you call either ### Boski 1. Use the Boski plugin only to read the owner's saved preferences and constraints. It can't save changes. 2. Ask the owner to finish Boski's onboarding interview if the plugin says it's incomplete, then retry. ### Caddy 1. Don't plan to call Caddy from another agent. It answers the owner's text messages, Siri and group chats it's added to. 2. Expect Caddy to ask the owner before it sends email or creates an invite. ## Questions ### Which is better for AI agents, Boski or Caddy? 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. ## For agents - This comparison as JSON: https://www.anchorterminal.com/compare/boski-vs-caddy-app.json, and with the fewest tokens: https://www.anchorterminal.com/compare/boski-vs-caddy-app.min.md - Over MCP at https://www.anchorterminal.com/mcp (no key): `compare_tools {"a": "boski", "b": "caddy-app"}`. From a terminal: `anchor compare boski caddy-app` - Each listing in full: https://www.anchorterminal.com/api/v1/tools/boski.json and https://www.anchorterminal.com/api/v1/tools/caddy-app.json ## Other comparisons with Boski or Caddy - [asaply vs Boski](https://www.anchorterminal.com/compare/asaply-vs-boski.md) - [asaply vs Caddy](https://www.anchorterminal.com/compare/asaply-vs-caddy-app.md) - [Asmi vs Boski](https://www.anchorterminal.com/compare/asmi-vs-boski.md) - [Asmi vs Caddy](https://www.anchorterminal.com/compare/asmi-vs-caddy-app.md) - [Boba vs Boski](https://www.anchorterminal.com/compare/boba-vs-boski.md) - [Boba vs Caddy](https://www.anchorterminal.com/compare/boba-vs-caddy-app.md) - [Boski vs Brea](https://www.anchorterminal.com/compare/boski-vs-brea.md) - [Boski vs Del](https://www.anchorterminal.com/compare/boski-vs-del.md) - [Boski vs HireAlpha](https://www.anchorterminal.com/compare/boski-vs-hirealpha.md) - [Boski vs Natura tinyNature](https://www.anchorterminal.com/compare/boski-vs-natura.md) - [Boski vs OpenInstinct](https://www.anchorterminal.com/compare/boski-vs-openinstinct.md) - [Boski vs Orbits](https://www.anchorterminal.com/compare/boski-vs-orbits.md) - [Boski vs Orchid](https://www.anchorterminal.com/compare/boski-vs-orchid-ai.md) - [Boski vs Pally](https://www.anchorterminal.com/compare/boski-vs-pally.md) - [Boski vs szn](https://www.anchorterminal.com/compare/boski-vs-szn.md) - [Boski vs Tab](https://www.anchorterminal.com/compare/boski-vs-tab-bot.md) - [Boski vs Tomo](https://www.anchorterminal.com/compare/boski-vs-tomo.md) - [Boski vs Zapia](https://www.anchorterminal.com/compare/boski-vs-zapia.md) - [Brea vs Caddy](https://www.anchorterminal.com/compare/brea-vs-caddy-app.md) - [Caddy vs Del](https://www.anchorterminal.com/compare/caddy-app-vs-del.md) - [Caddy vs HireAlpha](https://www.anchorterminal.com/compare/caddy-app-vs-hirealpha.md) - [Caddy vs OpenInstinct](https://www.anchorterminal.com/compare/caddy-app-vs-openinstinct.md) - [Caddy vs Orbits](https://www.anchorterminal.com/compare/caddy-app-vs-orbits.md) - [Caddy vs Orchid](https://www.anchorterminal.com/compare/caddy-app-vs-orchid-ai.md) - [Caddy vs szn](https://www.anchorterminal.com/compare/caddy-app-vs-szn.md) - [Caddy vs Tab](https://www.anchorterminal.com/compare/caddy-app-vs-tab-bot.md) - [Caddy vs Zapia](https://www.anchorterminal.com/compare/caddy-app-vs-zapia.md) - [AstrBot vs Boski](https://www.anchorterminal.com/compare/astrbot-vs-boski.md) - [AstrBot vs Caddy](https://www.anchorterminal.com/compare/astrbot-vs-caddy-app.md) - [Boski vs CowAgent](https://www.anchorterminal.com/compare/boski-vs-cowagent.md) - [Boski vs folk](https://www.anchorterminal.com/compare/boski-vs-folk-nozomio.md) - [Boski vs GAIA](https://www.anchorterminal.com/compare/boski-vs-gaia.md) - [Boski vs Gemini Spark](https://www.anchorterminal.com/compare/boski-vs-gemini-spark.md) - [Boski vs Grok Bot](https://www.anchorterminal.com/compare/boski-vs-grok-bot.md) - [Boski vs Haven](https://www.anchorterminal.com/compare/boski-vs-haven.md) - [Boski vs Hermes Agent](https://www.anchorterminal.com/compare/boski-vs-hermes-agent.md) - [Boski vs Instinct](https://www.anchorterminal.com/compare/boski-vs-instinct.md) - [Boski vs IronClaw](https://www.anchorterminal.com/compare/boski-vs-ironclaw.md) - [Boski vs Leon](https://www.anchorterminal.com/compare/boski-vs-leon.md) - [Boski vs Lindy](https://www.anchorterminal.com/compare/boski-vs-lindy.md) - [Boski vs nanobot](https://www.anchorterminal.com/compare/boski-vs-nanobot.md) - [Boski vs NanoClaw](https://www.anchorterminal.com/compare/boski-vs-nanoclaw.md) - [Boski vs Dots](https://www.anchorterminal.com/compare/boski-vs-openai-dots.md) - [Boski vs OpenClaw](https://www.anchorterminal.com/compare/boski-vs-openclaw.md) - [Boski vs PicoClaw](https://www.anchorterminal.com/compare/boski-vs-picoclaw.md) - [Boski vs Poke](https://www.anchorterminal.com/compare/boski-vs-poke.md) - [Boski vs QwenPaw](https://www.anchorterminal.com/compare/boski-vs-qwenpaw.md) - [Boski vs Town](https://www.anchorterminal.com/compare/boski-vs-town.md) - [Boski vs ZeroClaw](https://www.anchorterminal.com/compare/boski-vs-zeroclaw.md) - [Boski vs Zo Computer](https://www.anchorterminal.com/compare/boski-vs-zo-computer.md) - [Caddy vs CowAgent](https://www.anchorterminal.com/compare/caddy-app-vs-cowagent.md) - [Caddy vs folk](https://www.anchorterminal.com/compare/caddy-app-vs-folk-nozomio.md) - [Caddy vs GAIA](https://www.anchorterminal.com/compare/caddy-app-vs-gaia.md) - [Caddy vs Gemini Spark](https://www.anchorterminal.com/compare/caddy-app-vs-gemini-spark.md) - [Caddy vs Grok Bot](https://www.anchorterminal.com/compare/caddy-app-vs-grok-bot.md) - [Caddy vs Haven](https://www.anchorterminal.com/compare/caddy-app-vs-haven.md) - [Caddy vs Hermes Agent](https://www.anchorterminal.com/compare/caddy-app-vs-hermes-agent.md) - [Caddy vs Instinct](https://www.anchorterminal.com/compare/caddy-app-vs-instinct.md) - [Caddy vs IronClaw](https://www.anchorterminal.com/compare/caddy-app-vs-ironclaw.md) - [Caddy vs Leon](https://www.anchorterminal.com/compare/caddy-app-vs-leon.md) - [Caddy vs Lindy](https://www.anchorterminal.com/compare/caddy-app-vs-lindy.md) - [Caddy vs nanobot](https://www.anchorterminal.com/compare/caddy-app-vs-nanobot.md) - [Caddy vs NanoClaw](https://www.anchorterminal.com/compare/caddy-app-vs-nanoclaw.md) - [Caddy vs Dots](https://www.anchorterminal.com/compare/caddy-app-vs-openai-dots.md) - [Caddy vs OpenClaw](https://www.anchorterminal.com/compare/caddy-app-vs-openclaw.md) - [Caddy vs PicoClaw](https://www.anchorterminal.com/compare/caddy-app-vs-picoclaw.md) - [Caddy vs Poke](https://www.anchorterminal.com/compare/caddy-app-vs-poke.md) - [Caddy vs QwenPaw](https://www.anchorterminal.com/compare/caddy-app-vs-qwenpaw.md) - [Caddy vs Town](https://www.anchorterminal.com/compare/caddy-app-vs-town.md) - [Caddy vs ZeroClaw](https://www.anchorterminal.com/compare/caddy-app-vs-zeroclaw.md) - [Caddy vs Zo Computer](https://www.anchorterminal.com/compare/caddy-app-vs-zo-computer.md) - [Caddy vs Natura tinyNature](https://www.anchorterminal.com/compare/caddy-app-vs-natura.md) - [Caddy vs Pally](https://www.anchorterminal.com/compare/caddy-app-vs-pally.md) - [Caddy vs Tomo](https://www.anchorterminal.com/compare/caddy-app-vs-tomo.md) - [Caddy vs Wajo (Fo)](https://www.anchorterminal.com/compare/caddy-app-vs-wajo.md) - [Boski vs Talorys](https://www.anchorterminal.com/compare/boski-vs-talorys.md) - [Boski vs Wajo (Fo)](https://www.anchorterminal.com/compare/boski-vs-wajo.md) - [Caddy vs Talorys](https://www.anchorterminal.com/compare/caddy-app-vs-talorys.md) ## Disclosure - Boski competes with LocalGhost, which Anchor Terminal's founder builds. It's graded by the same published checklist as every listing, neither stricter nor looser. Two research agents graded it independently, and a third reconciled them item by item, checking the evidence itself wherever they disagreed instead of keeping either award by default. - Caddy competes with LocalGhost, which Anchor Terminal's founder builds. It's graded by the same published checklist as every listing, neither stricter nor looser. Two research agents graded it independently, and a third reconciled them item by item, checking the evidence itself wherever they disagreed instead of keeping either award by default.