What Is Ollie AI? Features, Pricing and Shutdown Date
Ollie AI is a family personal assistant you text, built by a San Diego startup. It connected to your calendars and email, flagged school emails, sent a daily briefing, kept reminders and lists, and planned meals, all from an iMessage or SMS thread with no app to install. Ollie is shutting down, and its last day is November 6, 2026.
The quick answer: If you’re looking Ollie up today, the decision is what to use instead. Carly is the closest fit for most Ollie users: you text it the same way, it connects to your Gmail or Outlook and your calendars, and it follows your rules the same way every time. The shutdown details are in Ollie AI is shutting down.
What Ollie AI did
Ollie was built around the mental load of family life. Its site listed these jobs:
- School emails. It scanned a connected inbox and texted you what mattered.
- Reminders and calendar. It watched Google or Outlook calendars and added events.
- Daily briefing. A morning text with the day ahead.
- To-do lists. Shared lists kept in the thread.
- Meals and groceries. Meal ideas, a menu, a grocery list and orders through grocers like Walmart.
- Errands. Forms, bookings and bill pay from a text, through a cloud browser and a remote login link rather than stored passwords, as TechCrunch described it.
- Family group chats. You could add Ollie to a group text, and one paid subscription covered the chat.
Ollie AI pricing
Ollie charged by messages, where one message was one reply from Ollie.
| Plan | Price | Messages from Ollie |
|---|---|---|
| Free | $0 | 50 a month, plus 6 free a day |
| Everyday | $25/month | 150 a month, plus 10 free a day |
| Always-On | $100/month | 1,000 a month, plus 15 free a day |
Top-ups cost $0.30 a message on Everyday and $0.25 on Always-On. Ollie is canceling billing and refunding any partial or unused months.
Who built Ollie
Ollie’s legal entity is Confabulation Corporation. Bill Lennon is co-founder and CEO, and he sold his previous company, Groundwork, a neobank for nonprofits, in 2021. TechCrunch reported a $7.5 million seed round in September 2026, largely from Khosla Ventures, with AI House also in. Ollie’s About page says it is backed by Khosla Ventures and AI2.
Ollie the family assistant has nothing to do with the pet food brand or the finance apps that share the name.
Ollie AI reviews: what people liked
Ollie’s own page for Ollie for Meals shows a 4.8 rating and “Trusted by 90,000+ families,” and its testimonials keep coming back to the same thing: it took the thinking out of dinner. On the assistant side, the appeal was how little it asked of you. There was nothing to install, and the inbox and calendar watching happened in the background.
The two complaints worth knowing as you pick a replacement:
- Message limits. A busy week could use up a plan, since every reply counted.
- Repeat logins. TechCrunch noted that users had to log in again for some tasks.
Is Ollie AI safe?
Ollie held SOC 2 Type 1 compliance and said your data was never sold or used to train AI models. Before you move, apply the same test to your next assistant. Carly’s privacy notice says customer data, including Google and Microsoft data, is not used to train AI models, and you can revoke each connection on its own.
What to use instead of Ollie AI
Carly is built for the same thread-based habit, with more range:
- Same habit. Text Carly from any phone, with nothing to install.
- Your rules, every time. Tell it “when the school emails, text me a summary and add the dates to the family calendar” and it runs that way every time, as a workflow.
- Better email. It labels and sorts all of your Gmail and Outlook accounts, then replies when you want it to.
- Better calendar. It finds time across all of your calendars and moves things when plans change.
- More reach. Carly connects to thousands of apps, from Google Tasks and Todoist to WhatsApp.
Pricing is free Zapier-style workflows; AI agents from $35/month. Get started with Carly, then bring your history over with our Ollie export guide.
FAQ
What is Ollie AI? Ollie AI is a family assistant you text over iMessage or SMS. It connects to your calendars and email, flags school emails, sends a daily briefing and plans meals. Its last day is November 6, 2026.
Is Ollie AI free? Ollie had a free plan with 50 messages a month plus 6 a day, and paid plans at $25 and $100 a month. For free options now, see free Ollie AI alternatives.
Is Ollie AI still available? Only until November 6, 2026. Ollie is texting users an export of their data and refunding partial or unused months.
Is Ollie the same as Ollie for Meals? They come from the same company. Ollie for Meals was the original meal planning app, and the full assistant grew out of it. See Ollie meal planner alternatives.
What is a good replacement for Ollie AI? Carly for most people, because it keeps the text thread and adds reliable rules across your email, calendars and thousands of apps. Ollie AI alternatives compares seven options.
More: Ollie AI is shutting down · Carly vs Ollie · Ollie vs Ohai · Best AI family assistants · Best AI assistants you can text
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