Sidekick schedules meetings three ways: booking pages for individuals and teams, AI time-finding across multiple participants, and Forward to Schedule, where you forward the email thread and it takes over the arrangement from there.
Forwarding is the interesting one because it fits the situation that booking links do not. A link works when you are the one being booked; it is awkward when a client or a senior contact is the one whose time matters, and forwarding the thread keeps the exchange looking like a normal email conversation while removing the back-and-forth.
It integrates with Google and Microsoft calendars, handles reminders and invitations, and offers branding on paid plans. Built by Kyros Digital, it has a free account but publishes no figures for the paid tiers. Automated scheduling from an email thread depends on reading intent correctly, and it needs access to the thread to do it.
Key features
Forward to Schedule from an email thread
Individual and team booking pages
AI time-finding across multiple participants
Google and Microsoft calendar integration
Automatic reminders and invitations
Screenshots & demo
Pricing
Sidekick AI offers a free plan, with paid upgrades for higher limits and more features.
Pricing is provided as a guide. Check the official site for the latest plans.
Is Sidekick AI expensive?
Sidekick AI has no advertised paid tier. Among the 124 priced tools we list in Productivity, the median entry price is $12 a month.
71% of Productivity tools in the directory offer a free tier, and this is one of them.
Compared against every priced listing in Productivity, recalculated as the catalogue changes. Method and the full market breakdown are in our AI tool pricing study.
Pros & cons
Pros
Forwarding fits the cases where sending a booking link is awkward
Team pages as well as individual ones
Free account to start
Cons
No pricing figures published for paid tiers
Depends on reading intent correctly from an email thread
