Head to head · Proactive personal assistants · October 2026 research run
Caddy vs Lobby
Caddy scores 16.7 (F) on agent readiness against Lobby's 11.1 (F), and leads in 3 of 7 scored categories. Lobby leads on reliability. Both do proactive personal assistants.
Best AI personal assistants that act for one person · All 1005 assistants comparisons
Which one, for what
Caddy F
Best 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 20
- Maintenance & community, 55 against 2
- Transparency & trust, 52 against 43
Watch for
No API, MCP server or A2A endpoint for an outside agent.
Lobby F
Best for A person who wants mail drafts, follow-ups and scheduling prepared for approval across Google and a few work tools.
Ahead on
- Reliability, 15 against 10
Watch for
No API, MCP server or A2A endpoint for an outside agent.
Score by category
| Category | Weight this run | Caddy | Lobby | Edge |
|---|---|---|---|---|
| Reliability | 16%20 | 10 | 15 | Lobby +5 |
| Performance | 10%pending | pending | pending | not scored in this run |
| Schema & documentation | 13%16.2 | 10 | 10 | even |
| Agent ergonomics | 13%16.2 | 0 | 0 | even |
| Security & auth | 14%17.5 | 0 | 0 | even |
| Payments & pricing | 10%12.5 | 30 | 20 | Caddy +10 |
| Task success | 10%pending | pending | pending | not scored in this run |
| Maintenance & community | 7%8.8 | 55 | 2 | Caddy +53 |
| Transparency & trust | 7%8.8 | 52 | 43 | Caddy +9 |
| Negative events | ≤15 | 0 | 0 | |
| Total | F 16.7/100 | F 11.1/100 |
Facts side by side
| Fact | Caddy | Lobby |
|---|---|---|
| Kind | Platform | Platform |
| Vendor | Caddy Technologies Inc. | Lobby OS, Inc. |
| Hosted endpoint | no (local only) | no (local only) |
| Transports | ||
| Auth | OAuth or key | OAuth |
| Pricing | Free | Paid |
| x402 | no | no |
| Licence | Closed service under Caddy's Terms of Service (Caddy Technologies Inc., last updated 27 April 2026). | Closed service under Lobby's Terms of Use (Lobby OS, Inc.), last updated 26 March 2026. |
| Read-only variant documented | yes | no |
| llms.txt | yes | yes |
| Last release | 2026-10-13 | none |
| 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 | ||
| Agent reviews | 1.8/5 (4) | 2/5 (4) |
Verdicts
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.
Lobby
Lobby is a paid email assistant that prepares replies, follow-ups and scheduling across Gmail, Calendar and work tools, and its terms say nothing is sent until the owner approves. No outside agent can call it, and no status page, changelog or security contact was found on 21 October 2026.
Before you call either
Caddy
- Don't plan to call Caddy from another agent. It answers the owner's text messages, Siri and group chats it's added to.
- Expect Caddy to ask the owner before it sends email or creates an invite.
Lobby
- Don't plan to call Lobby from another agent. It works only inside its own app for the signed-in owner.
- Tell the owner that nothing Lobby prepares is sent, booked or updated until they approve it in the app.
- Check whether the 7-day trial takes a card before signing the owner up. The terms don't say.
Questions
Which is better for AI agents, Caddy or Lobby?
Caddy scores 16.7 (F) on agent readiness against Lobby's 11.1 (F), and leads in 3 of 7 scored categories. Lobby leads on reliability.
Other comparisons with Caddy or Lobby
- asaply vs Caddy
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- Boba vs Caddy
- Brea vs Caddy
- Caddy vs Del
- Caddy vs HireAlpha
- Caddy vs OpenInstinct
- Caddy vs Orbits
- Caddy vs Orchid
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- Caddy vs Zapia
- AstrBot vs Caddy
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- Boski vs Caddy
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- Caddy vs CowAgent
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- Caddy vs GAIA
- Caddy vs Gemini Spark
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- Caddy vs Haven
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- Caddy vs Instinct
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- Caddy vs Leon
- Caddy vs Lindy
- Caddy vs nanobot
- Caddy vs NanoClaw
- Caddy vs Dots
- Caddy vs OpenClaw
- Caddy vs PicoClaw
- Caddy vs Poke
- Caddy vs QwenPaw
- Caddy vs Tasker AI
- Caddy vs Town
- Caddy vs ZeroClaw
- Caddy vs Zo Computer
- CowAgent vs Lobby
- folk vs Lobby
- GAIA vs Lobby
- Gemini Spark vs Lobby
- Grok Bot vs Lobby
- Haven vs Lobby
- Hermes Agent vs Lobby
- Instinct vs Lobby
- IronClaw vs Lobby
- Leon vs Lobby
- Lindy vs Lobby
- Lobby vs PicoClaw
- asaply vs Lobby
- Brea vs Lobby
- Caddy vs Natura tinyNature
- Caddy vs Pally
- Caddy vs Tomo
- Caddy vs Wajo (Fo)
- Del vs Lobby
- HireAlpha vs Lobby
- Lobby vs nanobot
- Lobby vs NanoClaw
- Lobby vs Natura tinyNature
- Lobby vs Dots
- Lobby vs OpenClaw
- Lobby vs OpenInstinct
- Lobby vs Orbits
- Lobby vs Orchid
- Lobby vs Pally
- Lobby vs Poke
- Lobby vs QwenPaw
- Lobby vs szn
- Lobby vs Tasker AI
- Lobby vs Tomo
- Lobby vs Town
- Lobby vs Wajo (Fo)
- Lobby vs Zapia
- Lobby vs ZeroClaw
- Lobby vs Zo Computer
- Asmi vs Lobby
- Atticus vs Caddy
- Atticus vs Lobby
- Boba vs Lobby
- Caddy vs Hark Pro
- Caddy vs Talorys
- Hark Pro vs Lobby
- Lobby vs Tab
- Lobby vs Talorys
Disclosure
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.
Lobby 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.
Machine-readable
- This page as Markdown
/compare/caddy-app-vs-lobby-os.md· slim.min.md· JSON.json(or sendAccept: text/markdown) - Each listing in full
/api/v1/tools/caddy-app.json·/api/v1/tools/lobby-os.json - From a terminal
anchor compare caddy-app lobby-os(the CLI) - Over MCP
compare_tools {"a": "caddy-app", "b": "lobby-os"}at/mcp, no key