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Head to head · Proactive personal assistants · October 2026 research run

Caddy vs Grok Bot

Grok Bot scores 24.4 (F) on agent readiness against Caddy's 16.7 (F), and leads in 4 of 7 scored categories. Both do proactive personal assistants.

Best AI personal assistants that act for one person · All 834 assistants comparisons

CaddyCaddy Technologies Inc. · Platform F16.7/100#996 of 1010 Grok BotAnysphere, Inc. (Cursor) · Platform F24.4/100#984 of 1010

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.

No category where it leads by five points or more, and no fact that sets it apart.

Watch for

No API, MCP server or A2A endpoint for an outside agent.

Grok Bot F

Best for People already paying for Cursor or SuperGrok who want agents working across web apps, files and email from a cloud computer.

Ahead on

  • Reliability, 30 against 10
  • Security & auth, 14 against 0
  • Transparency & trust, 65 against 52

Watch for

No API, MCP server or A2A endpoint lets an outside agent send a Bot a task.

Score by category

CategoryWeight this runCaddyGrok BotEdge
Reliability16%201030Grok Bot +20
Performance10%pendingpendingpendingnot scored in this run
Schema & documentation13%16.21010even
Agent ergonomics13%16.200even
Security & auth14%17.5014Grok Bot +14
Payments & pricing10%12.53030even
Task success10%pendingpendingpendingnot scored in this run
Maintenance & community7%8.85556Grok Bot +1
Transparency & trust7%8.85265Grok Bot +13
Negative events≤1500
TotalF 16.7/100F 24.4/100

Facts side by side

FactCaddyGrok Bot
KindPlatformPlatform
VendorCaddy Technologies Inc.Anysphere, Inc. (Cursor)
Hosted endpointno (local only)no (local only)
Transports
AuthOAuth or keyOAuth or key
PricingFreePaid
x402nono
LicenceClosed service under Caddy's Terms of Service (Caddy Technologies Inc., last updated 27 April 2026).Closed service under the Grok Bot Terms (last updated 12 October 2026), which supplement Anysphere's Cursor Terms of Service (last updated 3 September 2026).
Read-only variant documentedyesno
llms.txtyesyes
Last release2026-10-132026-10-06
Terms last updated
Privacy policy last updated2026-09-29
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

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.

Grok Bot

Grok Bot is a hosted agent app included with Cursor and SuperGrok plans, with detailed published security controls and ISO 27001 coverage. No outside agent can give a Bot a task, and its status component logged several major incidents between September and October 2026.

Before you call either

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.

Grok Bot

  1. Don't plan to call Grok Bot from another agent. Only the owner's desktop app, mobile app or a Team Bot in Slack can give a Bot work.
  2. Treat mail from a mail.grokbot.com address as sent by an agent. Sending needs its owner's request or approval.
  3. Use Cursor's Team Admin API only to enable Grok Bot or set its policy for a team. It can't send tasks.
  4. Check status.cursor.com's Grok Bot component before relying on a running routine.

Questions

Which is better for AI agents, Caddy or Grok Bot?

Grok Bot scores 24.4 (F) on agent readiness against Caddy's 16.7 (F), and leads in 4 of 7 scored categories.

Other comparisons with Caddy or Grok Bot

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.

Grok Bot 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.

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