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Sidekick AI is a powerful, AI-driven meeting scheduling assistant that automates the entire scheduling workflow—interpreting email requests, proposing optimal times, coordinating attendee availability, sending invites, reminders, and managing reschedules or cancellations without manual steps. Users can forward meeting requests directly to Sidekick, use scheduling pages, or enable “Sidekick Scheduling” to let it act proactively in arranging meetings. The tool integrates with major calendar providers—Google Calendar, Outlook, Microsoft 365—and supports meeting platforms such as Zoom, Teams, Skype, and more. Sidekick intelligently handles time zone differences, conflict detection, and approval workflows when needed. Its team pages feature allows unified scheduling across group members. In paid tiers, branding removal and analytics are available. With Sidekick, scheduling becomes effortless, letting professionals focus on meetings rather than managing them.

Key Features

  • Forward-to-schedule: forward a meeting request email and Sidekick handles it

  • Smart scheduling pages that chat with invitees

  • Calendar integrations: Google, Outlook, Microsoft 365

  • Supports meeting platforms: Zoom, Teams, Skype, etc.

  • Team scheduling pages for group availability

  • Rescheduling, cancellations, reminders, conflict resolution

  • Approval workflows and branding customization

  • Time zone management and intelligent conflict avoidance

  • Analytics and usage insights

Industries

  • Professional services & consulting

  • SaaS & tech companies

  • Sales & business development

  • Recruiting & staffing

  • Education & coaching

  • Remote & distributed teams

Sidekick AI transforms meeting scheduling into a completely automated experience by interpreting natural requests and orchestrating calendars intelligently. For example, a consultant receives an email asking, “Can we meet next week to discuss the proposal?” They forward it to Sidekick and let the platform propose times, handle responses, and send calendar invites without further action. A sales team can share a team scheduling page, letting prospects choose slots that work across multiple reps. Sidekick handles time zones, avoids conflicts, and sends reminders automatically. If meeting participants request rescheduling or cancellation, Sidekick manages those flows seamlessly. Teams working across regions can coordinate meetings without friction. Branding removal allows businesses to keep the booking experience on brand. Analytics help companies understand booking patterns and efficiency. Approval workflows can be enabled so all scheduling actions pass through a supervisor. Ultimately, Sidekick frees users from manual calendar management so they can focus on real work.

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