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Calendars · head to head

Assistant.to vs Timely

Assistant.to logo

Assistant.to

Calendars

The easiest way to schedule meetings

From
Free
Rated
-
Full reviewWebsite
Timely logo

Timely

Scheduling

Smart scheduling software with AI-powered features

From
$11/month
Rated
-
Full reviewWebsite

The short version

  • Only Assistant.to has a free tier, so it costs nothing to try first.
  • Each has a real cost: Assistant.to no publicly published pricing rates on website; Timely starter is capped at 20 projects and a maximum of 5 users, at $11 per user per month billed monthly or $9 billed yearly
  • They diverge on capability: Assistant.to covers In-email scheduling, Timely covers AI-powered scheduling.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

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

Attributes where Assistant.to and Timely differ
AttributeAssistant.toTimely
Starting priceFree$11/month
Pricing modelfreemiumsubscription
Free tierYesNo
PlatformsChrome-extensionWeb, Ios, Android, Api
CategoryCalendarsScheduling
Founded20142015

Identical on both: 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 Timely

  • AI-powered scheduling
  • Online booking
  • Automated reminders
  • Staff management
  • Client management
  • Resource allocation
  • Analytics and reporting
  • Mobile app

Both cover

  • Google Calendar

What people use each for

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

Assistant.to

  • Schedulingnot Timely
  • Appointment bookingnot Timely
  • Time trackingnot Timely
  • Resource managementnot Timely
  • Team coordinationnot Timely

Timely

  • Team time tracking for professional servicesnot Assistant.to
  • Project billing and utilization reportingnot Assistant.to
  • Workforce capacity planningnot Assistant.to
  • Multi-team time management across currenciesnot 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 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

Timely

  • Starter is capped at 20 projects and a maximum of 5 users, at $11 per user per month billed monthly or $9 billed yearly
  • Premium is capped at a maximum of 50 users, at $20 per user per month billed monthly or $16 billed yearly
  • Unlimited users requires the Unlimited plan at $28 per user per month billed monthly or $22 billed yearly
  • Capacity management and reporting, overtime and undertime tracking, Azure user management and 50+ currencies are all on the Unlimited plan only
  • Team management, budgets and costs, and accounting and project management integrations are excluded from Starter
  • The Enterprise plan is contact sales only with no published price
  • Tasks is sold as a paid add-on rather than being included

Pricing, plan by plan

Assistant.to

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

Timely

$11/month
  • Starter$11/month
    • Up to 5 users
    • Up to 20 projects
    • Basic time tracking
  • Premium$20/month
    • Up to 50 users
    • Unlimited projects
    • All Starter features
  • Unlimited$28/month
    • Unlimited users
    • Unlimited projects
    • All Premium features
  • Enterprise$null/month
    • Custom pricing
    • All features

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 Timely if

  • You need ai-powered scheduling.
  • You work on Web, Ios, Android, Api.
  • You also want online booking.
Timely review

Questions people ask

Is Assistant.to or Timely better?
Neither clearly leads. Assistant.to starts at Free and Timely at $11/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Assistant.to or Timely?
Assistant.to has a free tier; the other does not. Paid plans start at Free for Assistant.to and $11/month for Timely.
Does Assistant.to or Timely run on more platforms?
Assistant.to runs on Chrome-extension. Timely runs on Web, Ios, Android, Api.
Can I use Assistant.to for free?
Yes. Assistant.to has a free tier, so you can try it without paying. Timely starts at $11/month.
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 Timely is typically brought in for.
What can Assistant.to do that Timely cannot?
Assistant.to covers In-email scheduling, One-click booking, Google Calendar sync, Time zone handling. Timely covers AI-powered scheduling, Online booking, Automated reminders, Staff management. 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
Timely: Does Timely offer a free trial?

Yes, Timely provides 14 days of full feature access without requiring a credit card.

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
Timely: What annual discounts does Timely offer?

Annual billing discounts range from 20% to 22% off monthly prices. Starter saves 20%, Premium saves 21%, and Unlimited saves 22% when billed yearly.

Source
Timely: Can I add team members to the Starter plan?

Starter plan supports a maximum of 5 users. For larger teams, Premium supports up to 50 users and Unlimited supports unlimited users.

Source
Timely: What is the cost of Timely's Tasks feature add-on?

The Tasks feature starts at $5 per person per month and is available across all Timely plans.

Source
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