Caddy

Handles family schedules, travel, shopping, budgeting, and small business responses.

Public beta, free to start; list site records Free public beta, no standard payment price list.

The listed sources were reviewed, but sufficient public documentation was not found.

Limitations: Having a NYC landing page does not mean it is only open in NYC; the official website does not have a complete country/language list.

Temporary/cyclic reminder; new users default to the local 8 o'clock morning briefing, which will be sent only if it is useful. Important changes in Gmail/Calendar/Slack/Linear can trigger check-in.

Active messages can be stopped while retaining individually created reminders and routines; only selected connection sources are checked.

Officials explicitly handle store, website, and airline check-ins in their own browser; no word on the OS/persistence of that environment or whether it supports user-native control.

You can read, draft and send from Gmail, read and write with Google Calendar; your own clear schedule can be updated directly, external invitations/emails/orders need to be reviewed.

Gmail, Google Calendar, Slack, Linear, Todoist; and Drive/Sheets reimbursement workflow. Plaid only queries transactions but does not transfer money.

The official website says that you can learn communication, working methods, and preferences with use; the complete memory editing interface is not explained.

iPhone iMessage, Android RCS, voice messages and group chats; you can ask Siri to send text messages to Caddy.

Official use-cases include receipt screenshots to Drive/Sheets, file search, meeting action items, and travel research; full PPT/video/code generation specifications are unknown.

Can join group coordination; other iMessage conversations without Caddy participation will not be read.

The travel page uses final confirmation from the booking platform as the booking criteria; browser login/store availability will limit execution. Idempotence and breakpoint recovery are not disclosed.

The policy states that Customer Data is not used to train AI; some providers can configure zero retention, but not all. You can turn off sending LLM interactions to the evaluation service provider, and the turn off will take effect in the future.

The test inbox/Notion/Calendar/Slack in September was unavailable; there was no outbound call channel; seats were remembered on 9/16 but dietary preferences were omitted. Cannot test unconnected when the connector is not present.