No. 19 of 25 ·AI Scheduling Assistants

Howie

Name: Howie
Price: 25 USD

Web · iPhone · paid plans from $25/mo

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Freedom report

One barScore 5.0

Free tierNo free tier on record
Open codeNo open-source code on record
Runs widely2 of 6 device platforms
DocumentedPlans, terms and facts published

Howie is ranked #19 of 25 in AI scheduling assistants on Freedom251. It runs on iOS, Web. There is no free plan. Paid plans start at $25/mo.

Howie plans and pricing

All plans

Team $25/mo $25 in free credits · shared workspace credits · unlimited teammates · custom assistant email +$20/mo howie.com · 8 Oct 2026

Enterprise Not published Custom credit pool, rollout plan, and support package · custom billing terms · tailored limits howie.com · 8 Oct 2026

Compared on AI scheduling assistants

Free plan: No
Calendar support: google
Invitee messaging: Yes
Autonomous rescheduling: Yes
Team scheduling: Yes
Scheduling channels: email

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The record

Product: Howie is an AI assistant that works with your inbox and calendar to protect your time and keep things moving.
Scheduling: It reads email threads, checks availability, offers times, handles replies, and creates calendar events.
Group meetings: It finds meeting times across group threads and follows up when people go quiet.
Calendar management: It finds open blocks, adds holds and buffers, watches for conflicts, and remembers scheduling rules.
Admin tasks: It manages reminders, todos, and follow-ups, briefs the day, and tracks who the user is waiting on.
Integrations: The site lists Gmail, Google Calendar, Zoom, Granola, Notion, Todoist, Linear, PostHog, and Stripe among its integrations.
Communication: Users can talk to Howie via email, iMessage, and SMS.
Team plan: Team includes an email-based scheduling secretary, unlimited teammates, an iMessage agent, calendar audits, briefings, follow-ups, and reminders.
Enterprise support: Enterprise includes security review support, a DPA, SLA and priority support, and dedicated onboarding.
Security: The homepage displays SOC 2 Type II and ADA CASA badges.
Privacy and data: The privacy policy says Howie may collect data contained in emails and calendars it is granted access to, including attendee contact information.
Hosting: The privacy policy says the services are hosted and operated in the United States, and data may be transferred, stored, and processed in the U.S. and possibly other countries.
Maker: The site copyright identifies 3030 Labs, Inc.
Price from: $25/mo

Where it ranks on Freedom251

Best AI Scheduling Assistants in 2026#19 of 25

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Sources

howie.com· checked 8 Oct 2026
howie.com/privacy-policy/· checked 8 Oct 2026