Caddy

Caddy is a personal AI assistant you text over iMessage or RCS to manage calendars, reminders, and daily tasks.

AI / ML · Consumer · SaaS Live product
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10/19/2026

The Problem

People juggling work and personal life have to track meetings, reminders, errands, and small logistical tasks like booking reservations or scheduling appointments across multiple apps. This requires manually checking calendars, chats, and to-do lists to figure out what needs attention. Caddy's positioning suggests this constant context-switching and mental tracking is tiring and easy to fall behind on, especially for things people need to get to but don't want to do.

The Solution

Caddy is an AI assistant accessed entirely through text messaging, with no app to download. Users can text, send voice memos, or add Caddy to group chats, and it works through iMessage blue bubbles on iPhone or RCS on Android. It monitors a user's calendars, chats, and tasks to surface what needs attention, such as summarizing a busy day's meetings and reminders. It can also act proactively: making reservations, dropping notes into documents, scheduling appointments, setting reminders, or logging activities like runs into apps such as Strava. The product is described as learning each user's habits, preferences, and priorities over time to personalize its help.