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Calendars · head to head

Assistant.to vs SimplyBook.me

Assistant.to logo

Assistant.to

Calendars

The easiest way to schedule meetings

From
Free
Rated
-
Full reviewWebsite
SimplyBook.me logo

SimplyBook.me

Scheduling

Online booking system for service businesses

From
Free
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: Assistant.to no publicly published pricing rates on website; SimplyBook.me pricing model includes many features locked behind custom add-ons
  • They diverge on capability: Assistant.to covers In-email scheduling, SimplyBook.me covers Booking website.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Assistant.to and SimplyBook.me actually diverge.

Attributes where Assistant.to and SimplyBook.me differ
AttributeAssistant.toSimplyBook.me
PlatformsChrome-extensionWeb, iOS, Android
CategoryCalendarsScheduling
Founded20142009

Identical on both: starting price (Free), pricing model (freemium), free tier (Yes), user rating (Not yet rated).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in Assistant.to

  • In-email scheduling
  • One-click booking
  • Google Calendar sync
  • Time zone handling
  • Simple interface
  • Gmail
  • Chrome-extension support

Only in SimplyBook.me

  • Booking website
  • Client management
  • Payment processing
  • Marketing tools
  • Custom branding
  • Outlook
  • Zoom
  • Stripe

Both cover

  • Google Calendar

What people use each for

The jobs each tool is most often brought in to do.

Assistant.to

  • Scheduling
  • Appointment booking
  • Time tracking
  • Resource management
  • Team coordination

SimplyBook.me

  • Scheduling
  • Appointment booking
  • Time tracking
  • Resource management
  • Team coordination

Both are used for scheduling, appointment booking, time tracking, resource management, team coordination, on those jobs the choice comes down to price and fit rather than capability.

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Assistant.to

  • No publicly published pricing rates on website
  • Requires scheduling demo or contacting sales to obtain pricing information
  • Free trial available but no specific trial duration mentioned

SimplyBook.me

  • Pricing model includes many features locked behind custom add-ons
  • No built-in video conferencing, requiring third-party integration
  • Limited CRM capabilities compared to dedicated sales platforms
  • Free plan capped at 5 bookings per month, limiting small business use

Pricing, plan by plan

Assistant.to

Free
  • FreeFree
    • In-email scheduling
    • Basic features
  • Pro$5/month
    • Team features
    • Custom branding
    • Priority support

SimplyBook.me

Free
  • FreeFree
    • 50 bookings/month
    • Booking website
    • Basic features
  • Basic$8.25/month
    • 100 bookings
    • Custom features
    • Payments
  • Standard$24.9/month
    • 500 bookings
    • All features
    • Multiple locations

Which should you pick?

Choose Assistant.to if

  • You need in-email scheduling.
  • You want to start without paying.
  • You work on Chrome-extension.
  • You also want one-click booking.
Assistant.to review

Choose SimplyBook.me if

  • You need booking website.
  • You want to start without paying.
  • You work on Web, iOS, Android.
  • You also want client management.
SimplyBook.me review

Questions people ask

Is Assistant.to or SimplyBook.me better?
Neither clearly leads. Assistant.to starts at Free and SimplyBook.me at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Assistant.to or SimplyBook.me?
Assistant.to starts at Free and SimplyBook.me at Free.
Does Assistant.to or SimplyBook.me run on more platforms?
Assistant.to runs on Chrome-extension. SimplyBook.me runs on Web, iOS, Android.
Can I use Assistant.to for free?
Both have a free tier, so you can try either at no cost before committing.
What is Assistant.to best used for?
Assistant.to is most often used for scheduling, appointment booking, time tracking, resource management.
What can Assistant.to do that SimplyBook.me cannot?
Assistant.to covers In-email scheduling, One-click booking, Google Calendar sync, Time zone handling. SimplyBook.me covers Booking website, Client management, Payment processing, Marketing tools. Both handle Google Calendar.

Answered from the vendors’ own pages

Assistant.to: How much does Cirrus Insight (Assistant-to) cost?

Cirrus Insight does not publish specific pricing on its website. Pricing is customized based on your organization's needs. The platform offers a free trial and allows you to build a custom quote in the self-service hub or schedule a demo with the sales team.

Source
SimplyBook.me: Does SimplyBook.me offer a free plan?

Yes, SimplyBook.me offers a free plan for small businesses, though advanced features and custom add-ons require paid plans.

Source
Assistant.to: How does Cirrus Insight pricing work with seat selection?

Cirrus Insight allows you to have full control over seat selection, meaning you can purchase different quantities of users for different features. For example, you could license 10 users for Email Sync and 5 users for Calendar Scheduling in the same account.

Source
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