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Kiwi vs Town: An AI Work Assistant That Texts You First

By Aneesh Modi ·

Town makes the Townie, an AI work assistant that reads your email, calendar and Slack and gets work done. Kiwi does that kind of work too, from your messages. The difference is how each one reaches you, and what you pay.

At a glance

Kiwi Town
How it reaches you Texts you first when something needs you A weekly briefing on Free, daily from $15, and alerts by email, its app or text
Where you text it Messages on iPhone, WhatsApp on any phone iMessage, RCS or SMS, WhatsApp, Telegram, Slack and email
Work tools Outlook, Gmail, Google Calendar, Slack, any website Gmail, Outlook, Slack, HubSpot, Salesforce and more
Price Free to use Free for 30 messages a month; $15 to $199 a month

Sources: Town's homepage, pricing page and text messaging help (updated 10 November 2026), all checked on 10 November 2026, and its privacy policy (updated 21 July 2026), checked on 8 November 2026. Kiwi's privacy policy.

Texting you first

Town's free plan sends a weekly briefing, its paid plans add a daily one with inbox triage and meeting briefings, and you can choose to get its alerts by text. With Kiwi, that comes on the free plan, and the text is the heads-up. It tells you which emails need you with the reply drafted, briefs you before meetings when you ask, and sends one morning text with what matters today. More in a brief before every meeting.

What it costs

Town's free plan includes 30 chat messages a month, and its paid plans run from $15 a month to $199 a month per user. Kiwi is free to use, with no card needed to start. More in Is Kiwi free?

Work and the rest of your life

Kiwi covers your workday and everything around it: renewals, parcels, flights and bookings, on any website. See an AI chief of staff you can text.

To start, tap Text Kiwi on heykiwi.co.

Questions people ask

Is there a free alternative to Town? Yes. Kiwi reads your work email and calendar, texts you when something needs you and drafts the reply, and it's free to use.

Does Kiwi work with Outlook and Slack? Yes. Kiwi works with Outlook, Gmail, Google Calendar and Slack. See an AI assistant for your work email and calendar.

Can I text Kiwi from Android? Yes, on WhatsApp.