Head to head · Assistants reached by message · October 2026 research run

Boba vs Caddy

Caddy scores 16.7 (F) on agent readiness against Boba's 10.3 (F), and leads in 3 of 7 scored categories. Boba leads on reliability. Both do assistants reached by message.

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

Which one, for what

Boba F

Best for Groups who want a free assistant inside a shared chat for planning, drafting and images.

Ahead on

  • Reliability, 15 against 10

Also in its favour

  • Free to start without a card

Watch for

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

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

  • Schema & documentation, 10 against 0
  • Maintenance & community, 55 against 2
  • Transparency & trust, 52 against 39

Watch for

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

Score by category

CategoryWeight this runBobaCaddyEdge
Reliability16%201510Boba +5
Performance10%pendingpendingpendingnot scored in this run
Schema & documentation13%16.2010Caddy +10
Agent ergonomics13%16.200even
Security & auth14%17.500even
Payments & pricing10%12.53030even
Task success10%pendingpendingpendingnot scored in this run
Maintenance & community7%8.8255Caddy +53
Transparency & trust7%8.83952Caddy +13
Negative events≤1500
TotalF 10.3/100F 16.7/100

Facts side by side

FactBobaCaddy
KindPlatformPlatform
Vendorhumans& ai, inc.Caddy Technologies Inc.
Hosted endpointno (local only)no (local only)
Transports
AuthOAuth or keyOAuth or key
PricingFreeFree
x402nono
LicenceClosed service under Boba's Terms of Service (humans& ai, inc., last updated 5 October 2026).Closed service under Caddy's Terms of Service (Caddy Technologies Inc., last updated 27 April 2026).
Read-only variant documentednoyes
llms.txtnoyes
Last releasenone2026-10-13
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

Boba

Boba is a free texting assistant for one-to-one and group chats over iMessage, RCS and SMS, started by sending one message with no card or app. No outside agent can call it, its privacy notice uses inputs and outputs to train its models with no opt-out found, and no status page or security contact was found.

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

Boba

  1. Don't plan to call Boba from another agent. It answers only text messages in the Messages app.
  2. Tell people in a group chat that messages sent to Boba may be used to train its models.

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, Boba or Caddy?

Caddy scores 16.7 (F) on agent readiness against Boba's 10.3 (F), and leads in 3 of 7 scored categories. Boba leads on reliability.

Other comparisons with Boba or Caddy

Disclosure

Boba 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.

Machine-readable

For companies

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