Assistant troubleshooting
Start a new chat first, because a chat keeps the tools it started with. If the assistant can only read, disconnect it in Settings → Connected agents and connect again, choosing Change and complete tasks. Connecting assistants needs Dayplan Pro, and Private planners aren't supported yet.
Most problems with a connected assistant come down to three things: the chat was started before you connected, the assistant has less access than you need, or the account isn't on Pro. Start with the section that matches what you see.
The Dayplan page says "Assistants are part of Dayplan Pro"
Connecting assistants is part of Dayplan Pro, including the free trial. Select See Pro and upgrade in the tab that opens, then come back to the Dayplan page and select I've upgraded to finish connecting.
The page waits 10 minutes. If it says This request expired, start connecting again from your assistant.
The assistant says the account "isn't on Pro right now"
Your Pro plan or trial has ended. Your connection is still there and works again as soon as you upgrade, so there's nothing to reconnect. Upgrade in Settings → Plan & billing. See What happens when Pro ends.
The assistant can only read, or can't change tasks
You chose a narrower access level when you connected. To change it, connect again and choose Change and complete tasks:
- In Dayplan, open Settings → Connected agents, select Disconnect… next to the assistant, then Disconnect.
- Connect again from the assistant:
- Claude: in Customize → Connectors, open Dayplan, disconnect it there too, then select Connect.
- ChatGPT: open Dayplan in Plugins and sign in again.
- Claude Code: type
/mcp, choose dayplan, then Clear authentication and sign in again. - Cursor: in Customize → MCPs, log out of Dayplan, then select Authenticate.
- On the Dayplan page, choose Change and complete tasks and select Allow access.
- Start a new chat. A chat keeps the tools it started with. In Cursor, also turn Dayplan off and on again in Customize before the new chat.
The assistant says it can do something it can't
Its list of Dayplan tools is out of date, usually because the chat started before you connected or changed access. Start a new chat. In Cursor, turn Dayplan off and on again first.
The assistant doesn't use Dayplan
- ChatGPT: in a new chat, type @ and choose Dayplan.
- Claude: check that Dayplan is turned on for this chat, from the + button in the chat box, under Connectors.
- Any assistant: mention Dayplan in your request, for example "What's on my Dayplan today?"
The assistant asks me to sign in again
The connection ended or its sign-in lapsed. That happens when:
- You chose 30 days, 7 days or 1 day when you connected, and that time is up.
- You disconnected it in Settings → Connected agents.
- You haven't used the assistant with Dayplan for 90 days. Its sign-in lapses, but the connection is still listed in Dayplan.
Sign in again when the assistant asks. If it's the same assistant, the new connection takes the old one's place.
Cursor doesn't show Dayplan at all
Cursor's mcp.json has to be a single JSON object. Add Dayplan inside the existing mcpServers list, not as a second block below it, and save. See Connect Claude, ChatGPT, Cursor and others.
Tasks went to my Inbox instead of today
A task without a day goes to your Inbox, where you plan it later. Ask for a day ("add it to today") to put it on your plan, or ask the assistant to move the tasks it added.
The assistant says Dayplan saved only part of a change
Something stopped the change partway through. Before asking again, open Dayplan or ask the assistant to look the tasks up, so nothing is added twice.
An old connection is still listed
When the same assistant signs in again, its new connection replaces the old one. Some apps, like Cursor, sign in as a new app each time, so the old row stays. Select Disconnect… next to the one you no longer use.
My planner is Private
Assistants can't connect to a Private (end-to-end encrypted) planner yet. The Dayplan page says so when you try.
Still stuck?
Select your profile picture, then Message us, or write to support@dayplan.do. Tell us which assistant you're using and what it said. See Message the Dayplan team.
Verified November 1, 2026 · Reviewed by the Dayplan team
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