Sidekick Scheduling
Sidekick Scheduling: A free scheduling option for coordinating meetings across team calendars. Ranked #8 of 25 in AI Scheduling Assistants by our editors (8.6/10); pricing: Free plan; best for free users scheduling across team calendars.
At a glance
- Editor score8.6 / 10
- PricingFree plan
- Best forFree users scheduling across team calendars
- Free planYes
- Calendar supportGoogle
- Facts checked19 Sep 2026
Where it wins
- Finds mutually available times and sends requests to non-users by email
- Supports team scheduling across multiple calendars and scheduling pages
- Tracks confirmations, creates calendar events, and sends reminders
Where it doesn't
- Hero Plan connects only one source and includes three scheduling pages
- Superhero is needed for unlimited calendars and scheduling pages
- Business features are labeled beta and focus on logo and branding
Our verdict on Sidekick Scheduling
Sidekick Scheduling helps individuals and teams coordinate meetings through calendar availability, email requests, and scheduling pages. It can find mutually available times between Sidekick users, send requests to people who do not use Sidekick, track invitee confirmations, create calendar events, and send invitations and reminders. Its team scheduling and free access make it relevant for people coordinating across team calendars without starting with a paid plan.
The Hero Plan includes one connected source, three scheduling pages, unlimited scheduled meetings, and unlimited groups and contacts. Its listed calendar and meeting options include Google, Outlook, Microsoft 365, Google Meet, Zoom, Skype, and Teams. The Superhero Plan adds unlimited sources and calendars, unlimited scheduling pages, meeting statistics, removal of Sidekick branding, and Forward to Schedule, which uses language processing and machine learning to coordinate meetings from forwarded emails. Sidekick Business BETA adds business logo support and a near-white-label scheduling experience. These distinctions make the free tier suitable for simpler coordination, while teams needing more calendars or pages should compare the paid options.
The product's combination of email invitations, reminders, booking pages, and calendar integrations suits teams whose scheduling involves both Sidekick users and outside invitees. Integrations listed include Gmail, Google Calendar, Outlook, Outlook Calendar, Thunderbird, Google Meet, Zoom, Teams, and Microsoft 365; the platform is web-based. Forward to Schedule may be useful when meeting requests arrive by email, while the other scheduling tools cover more direct booking workflows. Choose Sidekick for free, multi-calendar team scheduling and email-based coordination; consider another option if you need a non-web platform or do not want the paid plan distinctions around sources, pages, and branding.
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Sidekick Scheduling pricing
All 3 Sidekick Scheduling plans and prices →
Sidekick Scheduling fact sheet
| Free plan | Yes |
|---|---|
| Paid from | Not verified |
| Calendar support | |
| Invitee messaging | Yes |
| Autonomous rescheduling | Not verified |
| Team scheduling | Yes |
| Scheduling channels | |
| Monthly meeting limit | Not verified |
| Deployment | Cloud |
| Platforms | Web |
| Integrations | 9 integrations: Gmail, Google Calendar, Outlook, Outlook Calendar, Thunderbird, Google Meet … |
| Pricing | Free plan (source) |
| Website | sidekickai.com |
| Facts checked | 19 Sep 2026 |
Sidekick Scheduling integrations
Sidekick Scheduling lists 9 integrations on its own site.
- Gmail
- Google Calendar
- Outlook
- Outlook Calendar
- Thunderbird
- Google Meet
- Zoom
- Teams
- Microsoft 365
Alternatives to Sidekick Scheduling
- DayOtterFlexible scheduling for individuals and teams, with hosted and self-hosted options.9.4
- AriAri handles email-based scheduling, with free access capped at 10 meetings total.9.2
- CalendarBridge AI Scheduling AssistantEmail-driven scheduling across multiple calendars, with automated proposals, booking and rescheduling.9.1
See all Sidekick Scheduling alternatives →
Sidekick Scheduling vs the competition
- Sidekick Scheduling vs DayOtter
- Sidekick Scheduling vs Ari
- Sidekick Scheduling vs CalendarBridge AI Scheduling Assistant
- Sidekick Scheduling vs Agentic Calendars
- Sidekick Scheduling vs Schedulera AI Scheduling Agent
- Sidekick Scheduling vs Cal Autobot
Compare Sidekick Scheduling with any tool side by side →
Also Ranked In
Sidekick Scheduling is ranked in 2 of our directories.
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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
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