Free trial
The homepage offers a "Start for free" button, but does not describe the free tier's limits or duration.
Learn moreAI calendar secretary that schedules by email, SMS and iMessage

Howie.ai is a proactive AI assistant tool. Howie is an AI calendar secretary that books meetings over email, SMS and iMessage, protects focus time, follows up with people who go quiet and keeps reminders, using a credit-based workspace plan.
Howie is an AI scheduling assistant that people loop into email threads, texts and iMessage conversations whenever a meeting needs to be arranged. Instead of sharing a booking page, the user copies Howie on a message, and he reads the thread, looks up the relevant calendars, proposes times in the right time zone and sends an invite once someone confirms. The same approach covers group threads, where he collects replies from several people and settles on a slot that works for everyone. Beyond booking, the product acts as a general calendar and admin aide. It can hold focus blocks, add buffers, commutes and travel time, watch for conflicts and overloaded days, and apply scheduling rules the user sets, such as a cap on back-to-back meetings. It also tracks follow-ups, sending nudges on a chosen cadence when someone goes quiet, keeps reminders and to-dos, and briefs the day. Teams can give the assistant a custom name, an email address on the company domain and a matching signature, so outside contacts see him as part of the team. The intended audience is busy founders, executives, sales and recruiting teams, and anyone whose calendar turns into a pile of back-and-forth messages. Howie works with Gmail and Google Calendar, Zoom, and tools such as Granola, Notion, Todoist and Linear, and the site mentions SOC 2 Type II compliance. Pricing is credit based, with a shared workspace pool and unlimited teammates. Among alternatives, Howie sits between scheduling-link tools, which still ask the other party to pick a slot, and human executive assistants. Its pitch is conversational handling inside the channels people already use, which makes it closer to a delegated secretary than a calendar app. Buyers who want only a self-service booking page, or who work outside the supported mail and calendar stack, may find a simpler tool fits better.
The homepage offers a "Start for free" button, but does not describe the free tier's limits or duration.
Learn morePlans start at $25/mo with shared workspace credits ranging from 1,250 to 150,000 monthly. A custom assistant email adds $20/mo. Enterprise pricing is custom, with invoicing, DPA, SLA and dedicated onboarding.
Learn moreEnterprise includes SLA, priority support and dedicated onboarding. Sales contact is by email at support@howie.com.
Works with Gmail, Google Calendar, Zoom, iMessage, Granola, Notion, Todoist, Linear, PostHog and Stripe, plus many more.
Email, SMS and iMessage scheduling, group thread coordination, booking links, automatic follow-ups, focus blocks, holds, buffers and travel time, conflict watching, reminders, to-dos, daily briefings, custom assistant name and email.