Software · head to head
Assistant.to vs Calendly

Calendly
Software
Scheduling automation platform for eliminating back-and-forth
- From
- Free
- Rated
- -
The short version
- Each has a real cost: Assistant.to no longer an independent product. assistant.to redirects to Cirrus Insight, which absorbed it; Calendly the free plan allows one event type and one calendar connection, so it cannot handle different meeting formats
- They diverge on capability: Assistant.to covers In-email scheduling, Calendly covers Calendar sync.
Where they differ
Only the attributes on which Assistant.to and Calendly actually diverge.
| Attribute | Assistant.to | Calendly |
|---|---|---|
| Pricing model | freemium | Unknown |
| Platforms | Chrome-extension | Web, iOS, Android |
| Founded | 2014 | 2013 |
Identical on both: starting price (Free), free tier (Yes), user rating (Not yet rated), category (Unknown).
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 Calendly
- Calendar sync
- Automated scheduling
- Custom availability
- Time zone detection
- Reminder emails
- Buffer time
- Meeting polls
- Embed on website
Both cover
- Google Calendar
What people use each for
The jobs each tool is most often brought in to do.
Assistant.to
- Schedulingnot Calendly
- Appointment bookingnot Calendly
- Time trackingnot Calendly
- Resource managementnot Calendly
- Team coordinationnot Calendly
Calendly
- Sales meetingsnot Assistant.to
- Interview schedulingnot Assistant.to
- Customer callsnot Assistant.to
- Office hoursnot Assistant.to
- Webinar registrationnot Assistant.to
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Assistant.to
- No longer an independent product. assistant.to redirects to Cirrus Insight, which absorbed it
- Its scheduling now sits inside a wider Salesforce-focused sales tool rather than being a standalone add-in
Calendly
- The free plan allows one event type and one calendar connection, so it cannot handle different meeting formats
- Automated reminders and multiple calendars need Standard at $10 per seat per month
- Round-robin routing, lead qualification and Salesforce integration require Teams at $16 per seat per month
- SAML single sign-on, audit logs and domain control are Enterprise only, starting at $15,000 a year
- Advertised prices are the annual rates
Pricing, plan by plan
Assistant.to
Free- FreeFree
- In-email scheduling
- Basic features
- Pro$5/month
- Team features
- Custom branding
- Priority support
Calendly
Free- FreeFree
- 1 event type
- 1 calendar connection
- Basic confirmation email
- Standard$10/month
- Unlimited event types
- Multiple calendars (up to 6)
- Integrations with HubSpot, Mailchimp, Stripe, PayPal
- Teams$16/month
- All Standard features
- Salesforce integration
- Round-robin meetings
- Enterprise$15000/year
- All Teams features
- Salesforce routing lookup
- Microsoft Dynamics 365
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.
Choose Calendly if
- You need calendar sync.
- You want to start without paying.
- You work on Web, iOS, Android.
- You also want automated scheduling.
Questions people ask
- Is Assistant.to or Calendly better?
- Neither clearly leads. Assistant.to starts at Free and Calendly at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Assistant.to or Calendly?
- Assistant.to starts at Free and Calendly at Free.
- Does Assistant.to or Calendly run on more platforms?
- Assistant.to runs on Chrome-extension. Calendly 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. Of those, scheduling and appointment booking are not what Calendly is typically brought in for.
- What can Assistant.to do that Calendly cannot?
- Assistant.to covers In-email scheduling, One-click booking, Google Calendar sync, Time zone handling. Calendly covers Calendar sync, Automated scheduling, Custom availability, Time zone detection. Both handle Google Calendar.
Answered from the vendors’ own pages
Calendly: Does the free tier include automatic reminders?
No. The free plan only includes a basic confirmation email when someone books. Automated reminder workflows, SMS reminders, and follow-up sequences require the Standard plan ($10/month or higher).
SourceCalendly: Can I offer multiple meeting types on the free plan?
Only one event type can be active at a time. You can create multiple event types, but only one booking link works simultaneously. Switching between different meeting lengths requires manually activating another event type.
SourceCalendly: Does Calendly work with Apple Calendar and iCloud?
No longer for new users. As of August 20, 2024, new users cannot connect iCloud or Apple Calendar. Existing connections continue to work, but Calendly ended support for new Apple Calendar integrations citing Apple's security changes.
SourceCalendly: What platforms can I use Calendly on?
Calendly is available on Web, iOS, and Android. Browser extensions are available for Safari. There are no dedicated Windows or Mac desktop applications.
SourceCalendly: What does the Standard plan ($10/month) add over free?
Unlimited event types, multiple calendar connections (up to 6), integrations with HubSpot, Mailchimp, Salesforce, Stripe, PayPal, Zapier, and webhooks, plus automated reminders and email sequences.
SourceRelated pages
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