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Calendars · head to head

Assistant.to vs When2meet

Assistant.to logo

Assistant.to

Calendars

The easiest way to schedule meetings

From
Free
Rated
-
When2meet logo

When2meet

Scheduling

Find the best time to meet

From
Free
Rated
-

The short version

  • Each has a real cost: Assistant.to no publicly published pricing rates on website; When2meet no calendar synchronization capability
  • They diverge on capability: Assistant.to covers In-email scheduling, When2meet covers Visual availability grid.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Assistant.to and When2meet actually diverge.

Attributes where Assistant.to and When2meet differ
AttributeAssistant.toWhen2meet
Pricing modelfreemiumfree
PlatformsChrome-extensionWeb
CategoryCalendarsScheduling
Founded20142003

Identical on both: starting price (Free), 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
  • Google Calendar
  • Chrome-extension support

Only in When2meet

  • Visual availability grid
  • No account required
  • Drag-to-select availability
  • Group overview
  • Shareable links
  • Web support

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

When2meet

  • 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

When2meet

  • No calendar synchronization capability
  • No automated reminders to participants
  • No dedicated mobile app, web-only access
  • No integration with calendar systems or other tools
  • Requires manual entry of availability rather than auto-sync from calendar

Pricing, plan by plan

Assistant.to

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

When2meet

Free
  • FreeFree
    • Unlimited events
    • Visual availability
    • No account needed

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 When2meet if

  • You need visual availability grid.
  • You want to start without paying.
  • You also want no account required.

Questions people ask

Is Assistant.to or When2meet better?
Neither clearly leads. Assistant.to starts at Free and When2meet at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Assistant.to or When2meet?
Assistant.to starts at Free and When2meet at Free.
Does Assistant.to or When2meet run on more platforms?
Assistant.to runs on Chrome-extension. When2meet runs on Web.
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 When2meet cannot?
Assistant.to covers In-email scheduling, One-click booking, Google Calendar sync, Time zone handling. When2meet covers Visual availability grid, No account required, Drag-to-select availability, Group overview.

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
When2meet: Is When2meet free to use?

Yes, When2meet is completely free. Anyone can create and participate in availability surveys at no cost. The service is supported by advertising.

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
When2meet: Do I need to create an account to use When2meet?

No, When2meet requires no login or account creation. You can create scheduling polls and share them instantly.

Source
When2meet: How does When2meet differ from Doodle or Calendly?

When2meet is a basic polling tool where participants manually mark availability. Unlike Doodle, it has no calendar sync or timezone handling. Unlike Calendly, it does not support direct booking or calendar integrations.

Source
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