Scheduled Prompts in Breeze Assistant
Monday, August 10, 2026
What it is
A way to have Breeze Assistant run a prompt for you automatically on a recurring schedule, daily, weekly, monthly, or annually, and drop the answer in your chat list when it's done.
Why it matters
Breeze Assistant chats have historically been reactive, only running when you open it and ask something. Scheduled prompts change that. A Monday morning pipeline check, a daily call-prep brief, a weekly health summary for your accounts. Breeze can now run through these automatically, so the answer is waiting in your chat list when you open HubSpot.
The Take
Joshua Oakes
If it's proactive, I shouldn't have to go look for it.
This is the right capability, arriving with the wrong interface. The core critique on the show: if a prompt is proactive, you shouldn't have to go looking for it. Right now you still do. The answer drops into your Breeze chat list, which means opening Breeze, finding the three-dot menu, and clicking Chats to see it. Until scheduled prompts surface somewhere you already look, like the HubSpot homepage, this is what one host called 'frogger style lily padding' toward the feature, not the feature itself. It's a necessary step, and worth building this way first, but don't expect it to change your behavior on its own. If you set one up, aim it at something concrete you'll actually check, a pipeline number, a call-prep brief, not a vague 'executive summary of my day.' That use case demos well and gets ignored in real life. Skip the annual cadence for now too. Enough changes with these tools in twelve months that a once-a-year prompt is easy to set and forget without it ever paying off.
Watch Us Discuss This
The full segment from the show, us working through this update start to finish.
FAQ
Which hubs and tiers get Scheduled Prompts?
It's in public beta across every hub and tier right now, so it's available in your portal regardless of what you're subscribed to.
What cadences can I schedule a prompt for?
Daily, weekly, monthly, or annually. The show's take: skip annually for now, most portals and models will look different in a year.
Where does the output actually show up?
In your Breeze Assistant chat list. Open Breeze, click the three-dot menu, then Chats, and your scheduled result is waiting there.
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