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Features · Calendar & Scheduling

Stop playing tag.

Let the AI book it.

Connects to Calendly and Google Calendar, quotes your real-time availability on the phone, sends confirmation SMS and ICS invites, and handles reschedules — all without you touching the calendar. Built for service businesses where every slot is revenue.

No credit card required.

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The scheduling tax

Booking one appointment shouldn't take six messages.

01The 5-message booking danceAre you free Wednesday? — Yes when? — Morning. — How early? — 9. — Can we do 10? Each one steals your attention from real work.
02The no-show problem27% of service appointments no-show without reminders. That's a $200 slot — and the slot that could've gone to someone who'd have shown.
03Double-booking and driftManual calendars mean overlap, missed drive-time, and tight windows that blow up your whole day.
The math

A scheduler who fills your calendar costs less than your gas bill.

/ 01
11 hrs
weekly time-back, per owner
Avg owner time saved by automating intake + booking + reminders
/ 02
60%
reduction in no-shows
With automated SMS + email reminder cadences and self-serve reschedule
/ 03
+18%
calendar fill rate
Slots that would have leaked, captured by 24/7 booking and reschedules

More billable hours, fewer empty slots, and zero text-tag — for $79 a month.

Everything you need. Tuned for calendar & scheduling.

Every feature configured for the call patterns and stakes specific to your business.

Live Now
Real-Time Availability

Quotes what's actually free. On the call. In real time.

When a caller asks 'do you have Saturday open?', the AI checks your live calendar before answering. No callbacks. No 'let me check and get back to you.' No double-bookings.

AI voice ↘

I have a 10am and a 2pm Saturday open — which would you prefer?

  • Real-time Google Calendar + Calendly sync
  • Honors blocked-off time + buffers
  • Multi-calendar support per business
Live Now
One-Tap Booking

Books the slot. Sends the invite. Done.

Captures slot, confirms with the caller, fires the confirmation SMS, and pushes an ICS calendar invite — all in the same call. The customer hangs up booked.

  • Confirmation SMS + ICS invite auto-sent
  • Booking sync written back to your calendar
  • Two-way edits flow both directions
Live Now
Smart Reminders

Reminders that actually reduce no-shows.

Customizable SMS + email cadences. 24-hour confirm, 2-hour heads-up, 'on my way' alert. Self-serve reschedule built into every reminder, so the slot stays filled.

  • 3-touch reminder sequence per appointment
  • Self-serve reschedule + cancel by text
  • 60%+ no-show reduction across the base
Live Now
Smart Routing

Routes the right job to the right person.

Multiple service types, technicians, or locations? The AI routes the booking based on service, zip code, tech skill, or rotation. No more 'sorry, we don't do that' calls.

  • Route by service type, zip, or technician
  • On-call rotation logic for emergencies
  • Skill-matching for multi-tech operations
Live Now
Buffer + Drive Time

Books windows that survive the real world.

Knows your service area. Builds in drive time between jobs. Honors prep + clean-up buffers. Stops you from booking back-to-back jobs across town.

  • Drive-time math from job to job
  • Per-service prep + clean-up buffers
  • Service-area boundary enforcement
Live Now
Online Self-Serve

Customers book themselves. From your website. From the SMS.

A branded booking link customers can use from your website, your text follow-ups, or a Google Business listing. Same calendar, same logic, no phone call required.

  • Branded booking link (no Sidekick logo)
  • Embed in your website or GBP listing
  • Mobile-optimized booking flow

How it works

Live in under 30 minutes. Seriously.

01

Connect your calendar

Google Calendar or Calendly in 30 seconds. Multi-calendar support for teams and locations.

02

Define your services + buffers

Service types, durations, drive time, prep, who-does-what. Templates per industry to get you 80% there.

03

Hand the calendar to your AI

Every booking by phone, text, or web flows through one source of truth. You stop being the receptionist.

Meet Rover · Powered by Claude

Meet Rover. Your AI sidekick — always on the clock.

Rover is the AI agent powering SMB Sidekick — built on Claude, Anthropic's frontier model. Every call your business takes, every summary it writes, every lead it captures, that's Rover working for you 24/7. And now you can talk to Rover directly from your dashboard.

01 · The Agent

Meet Rover. Your AI sidekick.

Rover is the AI agent that answers your phones, triages your emergencies, and captures your leads — 24/7. Built on Claude, Anthropic's frontier model. Branded as part of your team.

02 · Summaries

Rover writes the day's summary.

After every call, Rover reads the transcript and writes a plain-English digest: who called, what they wanted, what to do next. You read 4 sentences instead of 11 voicemails.

03 · Workspace

Rover works with you — live.

Open the AI Workspace in your dashboard. Ask Rover anything about your business. It reads your own call data, sentiment, and knowledge base — and answers.

Rover
Rover · AI Workspace· CALENDAR & SCHEDULING
How many appointments did the AI book this week, and which converted?
Rover
Rover · streaming

I booked 87 appointments via phone or SMS in the last 14 days. No-show rate is down to 6% with the new reminder cadence.

Two slots are repeatedly requested but blocked: Thu 8am and Sat noon. Want me to surface a recommendation to expand hours?

Source · your last 90 days of call summaries
Ask Rover about your business…
What you'd ask

Ask Rover anything about your business.

How many appointments did the AI book this week, and which converted?
Show me my no-show rate this month vs. last month.
Which time slots are most requested — should I expand hours?
Draft a recall message for customers due for their 6-month service.
Last 90 days of call summaries
Sentiment trends
Missed call log
Your knowledge base
POWERED BY CLAUDE · ANTHROPIC  ·  ROVER ©2026 SMB SIDEKICKOpen the AI Workspace
From the field
My calendar is fuller and my phone rings half as much. That's the whole pitch.
IMG
[Owner Name]
[Business Type]

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