Ask Otter (the AI assistant)

Otter is the assistant built into your dashboard. Ask it in plain language - typing or by voice - and it reads your real availability and bookings to get things done. It's an executive assistant for your calendar, not a chatbot bolted onto a link.

What you can ask

• “What's next on my calendar?” / “How busy am I Thursday?”
• “Book 30 minutes with Priya Thursday afternoon.”
• “Find me a free two-hour block this week for deep work and hold it.”
• “Move my 3pm to Friday morning.”
• “Create a 20-minute intro-call booking type.”
• “Turn off SMS reminders.”

Confirm-first, always

Otter can create booking types, hold focus time, book/reschedule/cancel meetings, change availability and preferences, manage reminder channels, and more - but it only ever proposes. Every change is an editable card you approve, and anything destructive (like a cancel or delete) asks a second time. Nothing lands on your calendar without your explicit OK.

Hands-free voice mode

Open Ask Otter and it starts in voice mode by default: tap the orb and talk, and Otter listens, thinks, and speaks its reply, then listens again. Confirm a proposed change by tapping Confirm or simply saying “confirm.” Prefer typing? Switch to text chat from the same panel.

It learns your patterns

Over time Otter builds a private memory of how you work - your typical meeting length, who you meet most, your busiest days, the hours you actually keep - and uses it to make sharper suggestions. It's your data, used to help you; you can see and clear it.

Turning it on

On the DayOtter cloud, Otter is ready the moment you sign in. Self-hosting? Add your own ANTHROPIC_API_KEY to the environment and it turns on - no metered per-use cost, it's your key.