Sidekick

What is Sidekick?

Sidekick is an AI meeting scheduler that books appointments through email forwarding, shareable scheduling pages and group time finding, then sends invites and reminders to everyone. This is Sidekick Ai at sidekickai.com, built by Kyros Digital, not the Sidekick browser or Shopify’s assistant.

You connect a Google, Outlook or Microsoft 365 calendar, set your available hours and choose how to book. You can share a link, ask Sidekick to find a slot for a group, or copy it into an email thread so it agrees a time with the other person. It checks for conflicts, creates the event and attaches a video link.

The site lists press coverage by GRBJ, WZZM13 and MiBiz alongside an earlier AppSumo deal. The official site and pricing page loaded normally in October 2026 and claim users in more than 175 countries, while G2 showed a 4.9 out of 5 score from 24 reviews.

Key Features

Forward to schedule and free scheduling pages matter most, because together they remove email back-and-forth whether or not the other person clicks a link.

• Forward to schedule: You forward an email or copy Sidekick into a thread, and it offers times and confirms the meeting. This paid feature suits contacts who ignore booking links and prefer to reply by email.
• Scheduling pages: Personal booking pages show your open times to anyone with the link. The free plan includes three pages, and the $5 Superhero plan makes them unlimited for different meeting types.
• Team pages: Superhero users can publish shared pages for team scheduling. Clients pick a slot and the booking goes to an available colleague, which helps small sales or support teams share the load.
• Group coordination: Sidekick compares several calendars and suggests times that suit every attendee. The official site says scheduling is quickest when all participants use Sidekick, since it can then read both sides’ availability directly.
• Automatic invites and reminders: Once a time is agreed, it creates the calendar event and sends invites and reminder notifications. Google Meet, Zoom, Skype or Teams links can be added to each booking automatically.
• Meeting stats and branding: The paid tier reports on booked meetings and removes Sidekick branding. Even free users can add their own logo, and a Business beta extends a logo across the whole booking flow.

Pros

Unlimited free meetings, with every paid feature at $5 a month, make price Sidekick’s strongest argument.

• Generous free plan: The Hero plan includes unlimited meetings, unlimited groups and contacts and three booking pages. Freelancers and tutors can run a complete booking setup for months without paying anything.
• Low upgrade price: Superhero costs $5 a month for unlimited calendars, pages and forward to schedule. That is well below the typical paid tier of larger booking tools.
• Strong Microsoft support: Outlook, Microsoft 365 and Teams are supported on the free plan. G2 reviewers name this as a reason they chose it over tools built mainly for Google.
• Quick setup: Capterra and G2 reviewers say you set hours, name a page and share the link within minutes. Video tutorials are available for users who want a guided start.
• Time saved: Several G2 reviewers report saving two or more hours a week on scheduling. Gains are largest for consultants and reps who book several client calls every working day.

Cons

Integrations are thin on Sidekick, with no CRM, payment or automation connections listed on the official site.

• Few integrations: No CRM, Zapier, payment or GoToMeeting connections are listed. Sales teams must log meetings in their CRM by hand or use a tool such as Calendly instead.
• Mixed support reports: G2 reviewers praise quick replies, but some AppSumo buyers waited days for help. Test the service on low-stakes bookings before relying on it for clients.
• Sync and bug reports: Some reviewers mention a short lag with Google Calendar and occasional scheduling errors. Users say these have improved, but double bookings remain a risk during busy weeks.
• No native mobile app: Capterra reviewers note the lack of a phone app and text reminders. The browser version works on mobile, though it is less convenient on the move.
• Slow product updates: The Business plan has been in beta since 2022, and full white labelling is not offered. Agencies wanting a fully branded booking flow may need another tool.

Who is Using Sidekick?

According to G2 reviewer profiles, small businesses with 50 or fewer staff account for most of Sidekick’s users.

• Sales teams: Reps share team pages and forward prospect emails to book discovery calls. The Teams and Zoom links save a manual step on each meeting.
• Consultants and freelancers: Solo workers use the free booking page instead of paying for Calendly. Adding their own logo keeps the page looking professional.
• Educators: Teachers and tutors publish office hours as a scheduling page. Students choose a slot, and reminders cut the number of missed sessions.
• Small business owners: Owners use group coordination to arrange meetings with suppliers and partners. It replaces long email chains about which day suits everyone.

Pricing

Sidekick is freemium, with a free Hero plan and a $5 monthly Superhero upgrade (official pricing page, October 2026).

Futurepedia quotes a Pro tier from $10 a month, which does not match the official page, and the old AppSumo deal has ended.

Disclaimer: Sidekick can revise plan names and fees at any time, so read the current pricing page before upgrading or renewing.

What Makes Sidekick Unique?

Email forwarding is the key difference. Most booking tools only send a link and leave the other person to act, whereas Sidekick joins an existing thread, proposes times and handles the replies.

That approach, combined with uncapped free meetings, Microsoft 365 support on the free tier and a $5 upgrade, makes it one of the cheapest ways to add AI scheduling. It is a focused product, so buyers wanting CRM routing or payments will find it thin.

Compatibilities and Integrations

Sidekick connects to the main calendar and video platforms but lists no CRM or automation tools.

• Calendars: Google Calendar, Outlook and Microsoft 365, with one source free and unlimited on Superhero.
• Video calls: Google Meet, Zoom, Skype and Microsoft Teams links can be attached to bookings.
• Platforms: Web app at app.sidekickai.com and an email interface, usable in mobile browsers.
• Sign-in: Microsoft, Google or email accounts.
• API: Futurepedia mentions API access, but the official site does not document one.

Sidekick Tutorials

Setup takes about ten minutes, and the first booking page can be shared the same day.

1. Sign up with your Microsoft, Google or email account.
2. Connect the calendar that holds your meetings.
3. Set your available hours, meeting length and video provider.
4. Create a scheduling page, add your logo and copy the link.
5. Share the link in emails or your signature, and test it with a colleague.
6. On Superhero, copy Sidekick into an email thread to let it agree a time.

How We Rated It

Sidekick scores 3.8 out of 5 overall, because low cost and easy setup outweigh its short integration list and uneven support.

Summary

Sidekick suits freelancers, educators and small teams who want a cheap AI scheduler for Google or Microsoft calendars. Its forward to schedule feature handles contacts who will not click a booking link, and the free plan already covers unlimited meetings. The main limitation is a short integration list, with no CRM, payments or native app, plus mixed support reports. Larger sales teams will likely need a fuller tool. Start on the free Hero plan, then pay $5 for one month to test forward to schedule on real email threads.