Freedom251 › AI Scheduling Assistants
Howie
What Howie is
Howie is an AI assistant for inbox, calendar, and follow-up work, available on the web and iOS. It reads email threads, checks availability, proposes meeting times, handles replies, and creates calendar events. For group meetings, Howie searches across message threads for a workable time and follows up when participants stop responding. Calendar management includes finding open blocks, adding holds and buffers, watching for conflicts, and remembering scheduling rules. It also handles reminders, todos, and follow-ups, prepares a daily briefing, and tracks people the user is waiting on. Users can communicate through email, iMessage, or SMS. Listed integrations include Gmail, Google Calendar, Zoom, Granola, Notion, Todoist, Linear, PostHog, and Stripe. The Team plan costs $25 a month and includes an email-based scheduling secretary, unlimited teammates, an iMessage agent, calendar audits, briefings, follow-ups, and reminders; a custom assistant email costs an additional $20/mo. Enterprise provides a custom credit pool, rollout plan, support package, billing terms, security review support, a DPA, SLA, priority support, and dedicated onboarding. The site identifies 3030 Labs, Inc. as maker and displays SOC 2 Type II and ADA CASA badges.
Who it suits
Howie suits individuals or teams that want an assistant to coordinate email-based scheduling, calendars, reminders, and follow-ups. Its web and iOS access, group scheduling, and listed integrations fit users working across those services.
What it does well
- Reads email threads and creates calendar events
- Finds meeting times across group conversations
- Adds calendar holds, buffers, and conflict checks
- Communicates through email, iMessage, and SMS
- Supports unlimited teammates on Team
- Includes Gmail, Google Calendar, Zoom, and other integrations
What to know first
- No free plan
- Team costs $25 a month
- Custom assistant email costs an additional $20/mo
- Services are hosted and operated in the United States
Limits
Team costs $25 a month and includes $25 in free credits, shared workspace credits, and unlimited teammates. A custom assistant email costs an additional $20/mo; Enterprise uses tailored limits and custom billing terms.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| Team | $25 in free credits · shared workspace credits · unlimited teammates · custom assistant email +$20/mo | $25 a month |
| Enterprise | Custom credit pool, rollout plan, and support package · custom billing terms · tailored limits | On request |
As howie.com lists them, read 8 Oct 2026. The maker's own page has the final word.
Getting started
- Open howie.com
- Use the web service or iOS app
- Connect Gmail and Google Calendar
- Connect any listed services you use
- Choose the Team plan or contact Howie for Enterprise
- Communicate with Howie by email, iMessage, or SMS
Verdict
Choose Howie if you want delegated scheduling, calendar maintenance, and follow-up management across email and messaging channels. Consider another option if you require a free tier or do not want data hosted or processed in the United States and possibly other countries.
Questions
Is there a free plan?
No. Howie does not offer a free plan.
Which platforms does Howie support?
Howie is available on the web and iOS.
Which services can it integrate with?
Listed integrations include Gmail, Google Calendar, Zoom, Granola, Notion, Todoist, Linear, PostHog, and Stripe.
How can users communicate with Howie?
Users can talk to Howie through email, iMessage, and SMS.
What does Enterprise include?
Enterprise includes security review support, a DPA, SLA and priority support, dedicated onboarding, a custom credit pool, rollout plan, support package, custom billing terms, and tailored limits.
Facts from Howie's own pages
- Admin tasks
- It manages reminders, todos, and follow-ups, briefs the day, and tracks who the user is waiting on. · howie.com, 8 Oct 2026
- Calendar management
- It finds open blocks, adds holds and buffers, watches for conflicts, and remembers scheduling rules. · howie.com, 8 Oct 2026
- Communication
- Users can talk to Howie via email, iMessage, and SMS. · howie.com, 8 Oct 2026
- Enterprise support
- Enterprise includes security review support, a DPA, SLA and priority support, and dedicated onboarding. · howie.com, 8 Oct 2026
- Group meetings
- It finds meeting times across group threads and follows up when people go quiet. · howie.com, 8 Oct 2026
- 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. · howie.com, 8 Oct 2026
- Integrations
- The site lists Gmail, Google Calendar, Zoom, Granola, Notion, Todoist, Linear, PostHog, and Stripe among its integrations. · howie.com, 8 Oct 2026
- Maker
- The site copyright identifies 3030 Labs, Inc. · howie.com, 8 Oct 2026
- 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. · howie.com, 8 Oct 2026
- Product
- Howie is an AI assistant that works with your inbox and calendar to protect your time and keep things moving. · howie.com, 8 Oct 2026
- Scheduling
- It reads email threads, checks availability, offers times, handles replies, and creates calendar events. · howie.com, 8 Oct 2026
- Security
- The homepage displays SOC 2 Type II and ADA CASA badges. · howie.com, 8 Oct 2026
- Team plan
- Team includes an email-based scheduling secretary, unlimited teammates, an iMessage agent, calendar audits, briefings, follow-ups, and reminders. · howie.com, 8 Oct 2026
Where Howie stands on Freedom251
- AI Scheduling Assistants#22 of 25