Your calendar is already decided, everything around it isn’t.

What is Staira AI?

Staira AI is a chief of staff that lives in your iMessage thread. It reads your calendar, never moves what is already fixed, and tells you what actually needs you today. There is no dashboard to keep up with and no second inbox to check — Staira arrives as a message in the morning, and you answer it in your own words.

Most planning tools treat your day as a grid to be optimised. They shuffle meetings, stack tasks end to end, and quietly assume every hour is interchangeable. Staira starts from the opposite premise: the fixed parts of your day — the standup, the school run, the client call, the five-a-side you never miss — are already decided. They are commitments to other people, and moving them costs more than any scheduling gain is worth. Staira treats them as stone. Everything in between is clay.

How Staira AI works through the day

In the morning Staira reads what is already on your calendar and asks a short question: what matters most today. From your answer it sizes the work to the gaps you actually have, in sessions the length you told it you focus best in, with real recovery between them. Those sessions are written back to your calendar, so the plan lives where the rest of your day already lives rather than in another app.

During the day you get one clear next step, not a backlog. When a session ends, Staira checks in — did that land, do you want another, do you need to stop. When you finish something it says so plainly, keeps your streak, and moves on. When you are stuck it asks what is in the way instead of repeating the reminder louder. Nothing turns red, nothing counts down, and nothing is hidden: work that cannot happen today is parked with a time it comes back.

How is Staira different from a calendar assistant?

Most tools reschedule your day. Staira never moves a commitment you have already made — it works in the gaps between them. That single rule changes what the product can be trusted with. You never have to check whether it quietly shifted a meeting, so you can let it write to your calendar at all.

The second difference is memory. Staira learns how you actually work: which tasks always take you longer than you say, which hours you are sharp in, which commitments are non-negotiable, and which kinds of encouragement you find useful rather than irritating. That memory compounds, so the plan you get in week eight is noticeably better shaped than the one you got on day three. You can see what that looks like on the sample week in the Staira demo.

How much does Staira AI cost?

CAD $8 per month, after a 7-day free trial. One plan, cancel any time. Connect a calendar, set how long you like to focus, add the number you already text on, and the conversation starts the next morning.

Everything Staira does is built on published research on attention residue, unfinished goals, anxiety and fluctuating capacity — why one card instead of a list, why work is parked rather than hidden, why nothing is ever red, and why the same task is a different size on a different day. That reasoning is written out in full on the science behind Staira AI.