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Choosing the Best AI Scheduling Assistant

Power of AI, ML & Big Data
Vlad Kovalskiy
19 min
12
Updated: January 14, 2025
Vlad Kovalskiy
Updated: January 14, 2025
Choosing the Best AI Scheduling Assistant

Many people do not have any issues when scheduling or planning. Planning personal day-to-day tasks or a list of individual job assignments for a week would not require any additional software.

However, if you are working in a team located in different time zones, have multiple calendar accounts, and are experiencing constant scheduling conflicts, an AI assistant is something you should take a closer look into. This is why we have prepared a list of the best AI scheduling assistant options.

In this article, you will learn what an AI scheduling assistant is, how it can help you improve numerous processes, and what its main features are. You will also look into the list of the top AI-powered scheduling apps.

The Definition of the AI Scheduling Assistant

An AI scheduling assistant is a special software that manages your calendar with artificial intelligence technology. A smart calendar assistant can aid with the following:

  • meeting scheduling

  • reschedule meetings

  • sending reminders for overdue tasks

  • task prioritization

  • sending follow-ups

Synchronization with each person's time zone is one of the most valuable features that eases the scheduling process the most. Choosing a time to meet with team members is easier than ever with the new technology.

An AI scheduling assistant automatically connects to the location and time settings of each individual account and has the ability to convert hours automatically. This way, every participant will receive the correct time.

Another useful feature is easily accessible and adjustable time slots. Everyone has access to the same calendar, which makes it easy to manage tasks and schedule tasks.

Employees can also add focus time and use the time-blocking feature to highlight available time slots throughout their work hours. This way, the meetings can be planned without endless back-and-forth emails.

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Benefits of Using an AI Scheduling Tool

Automatic scheduling, which the best AI scheduling assistant can provide you with, will help improve your workflow tremendously. Many tasks can be transferred to the software, so we have compiled a list of the benefits an AI personal assistant can bring.

Improved Productivity Rates

An AI scheduling assistant can be useful not only for team meetings but as a task management tool as well. You can improve your workload distribution as well as personal activities, boosting productivity levels through the roof.

Advanced task-tracking features will help you meet deadlines with reminders. Additionally, you can set task priorities to receive automatic scheduling suggestions for all the tasks.

If you are facing an issue of not having enough time to complete a vital project, which affects your work, the blocking feature is something that can improve your productivity as well. Highlight the tasks that, if not completed, influence the outcome the most and set the time block for each of them in your AI calendar.

This block ensures that you won't be disturbed throughout the chosen time slot. When planning your workday, you will be aware that there is a dedicated amount of time in your schedule for a specific task or project.

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Less Scheduling Errors

An AI scheduling app is also a great aid in making sure there are no overlaps of the tasks. Once an event is added to the calendar and you have another task or activity taking up the slot, the system will instantly send a notification and provide a rescheduling option.

When a project manager schedules meetings, it may not always be aligned with what you planned for the day. An AI scheduling app can be used to ensure there are no errors and automatically change the calendar.

Additionally, you may not worry about the potential rescheduling due to time zone differences if the sales team does not work from the same location. The scheduling link every participant receives in the email or notification provides details specific to the setting of each device.

Time Saving

Automating numerous manual tasks will surely save your employees not only hours or time but also reduce the amount of stressful situations. Organizing a meeting is hard enough, with everyone being buried in work. Add differences in time zones when working with an international team to this mix, and you are getting endless email correspondence.

This issue is equally applicable to both small and big companies. Passing information between departments and team members who never intersect can only lead to more back and forth emails, issues and time wasted on fixing them.

Better Work-Life Balance

Task management features that help you complete the job are not the only benefits of an AI scheduling assistant. Making time for your personal activities is another thing it can help you with.

AI tools can also learn and adjust based on your previous activities. For example, if you are going to the gym at a specific time, you can make a schedule suggestion to add this activity to the calendar. It can also analyze the amount of time you are spending on work tasks to suggest better time slots to keep you productive and less stressed out.

Additionally, if you are using the software's tool to prioritize tasks (usually, it's done with the help of Kanban boards), it will distribute the most important tasks throughout your workday. And if there's an additional task added to the schedule, it will provide rescheduling suggestions to ensure you will meet the deadlines.

Based on your usual workload distribution, it can predict what time you are going to be free to move the overlapping tasks. This way, you can easily move slots around the calendar without a headache or what and where.

Choosing the Best AI Scheduling Assistant

What Is the Difference Between AI Calendar and Smart Calendar?

In the modern workplace, almost every employee uses any type of app or a smart calendar to schedule meetings and tasks. However, how is an AI scheduling assistant different from the commonly used software?

Smart calendars work by using the set of algorithms the developers created to optimize and make recommendations that can improve your calendar. For example, if the user adds a task "Morning Routine" at 7.30 am, the task will appear on the calendar every day. If the customer removes a task and then decides to add it again, he will receive a suggestion with the information from the setting he used before, like in a Google Calendar.

When it comes to the AI calendar, it can do much more than basic scheduling. Its most distinguished feature is the ability to learn based on the previous input. This way, it can identify patterns and make decisions without human intervention.

By analyzing all the data you add to the calendar, it can make better adjustments. For example, as for recurring tasks, it can estimate the amount of time it takes you to complete each task and use this information for future scheduling.

If you are using an AI scheduling assistant and correctly adjusting it after each task, marking what has been completed from your daily to-do list, it can track your most productive periods. Then, it will use such data to distribute priority tasks throughout such periods.

Key Features to Look for in an AI Scheduling Assistant

It is easy to get lost in the sea of options nowadays, especially when it comes to AI tools. Some may be focusing on perfecting one specific segment, while others prove a wide range of features, and both somehow seem not enough. We have prepared a list of what to look for in an AI scheduling assistant to ensure you are getting all the benefits of such software.

User-Friendly Interface

You and your team are going to use an AI scheduling tool. This is why a user-friendly interface should be one of the priorities when making a decision.

All main features should be easily available without the need to go through numerous pages to reach the settings. The interface must have easy and intuitive navigation within multiple calendars for every team member.

AI Task Prioritization

Features that allow users to prioritize tasks are ones that can make a difference, especially in the long run. The ability of an AI assistant to learn and adapt based on the data input highly depends on prioritization since it can improve the scheduling process even without a person's interference.

To make better decisions, an AI scheduling assistant should have details about what to put first to help you stay productive.

Price

Whether you want to use an AI scheduling assistant individually or for a small business or even an enterprise, you must set the budget first. There are many software options, and you must look for the one that provides all the features you might require without spending the money you do not have.

Additionally, look for scheduling tools that clearly establish their prices. A free trial can also be a great aid that will let you choose the best option.

Choosing the Best AI Scheduling Assistant

Deadline Tracker

Your AI scheduling assistant should help you keep track of not only all the tasks but their deadlines as well. Reminders and automatic rescheduling that can provide you with more time for specific tasks will help you follow through with deadlines.

Automatic Reminders, Notifications and Rescheduling

Allowing you to schedule meetings and other calendar events is only the basic feature of such an AI assistant. To help you stay on track with the workload and improve the project management processes, it must provide you with features like:

  • Reminders: this will not only notify you about the upcoming meeting but also provide you with enough time beforehand to prepare. Make sure that the chosen AI scheduling assistant will be able to send reminders via the system of your choosing, whether it is an email, Google Calendar Pop-ups, or a CRM of your choosing.

  • Follow-ups: These are necessary to receive details from the meeting as well as collect additional feedback and provide a place for suggestions.

  • Rescheduling: when the meeting has to be rescheduled, every participant must research the relevant information with accurate time details, no matter the time zone.

Data Security

When looking for an AI scheduling assistant, make sure to look into the privacy regulations of each software. The platform must provide security features and ensure that all the data will be safely stored within the system.

Manual Input

Though the AI scheduling assistant stands out because of the numerous advanced features that allow you to automate the calendar to the maximum, you should still be able to add manual adjustments easily.

Human interference is still necessary not only to allow the assistant to learn better and faster but also to make changes the system can not know about.

A great example is task prioritization. There are many outside factors that can influence the importance of each task. In such instances, the user should be able to adjust the calendar independently.

Choosing the Best AI Scheduling Assistant

Our List of the Best AI Scheduling Assistants

To help narrow down the list, we have created a list of the best AI scheduling assistants for either personal or professional task management. Let's look into each option, its prices, and the features, as well as break down how they work. Remember that you must make a decision based on your specific needs.

Calendly

One of the scheduling tools almost everyone has heard of is Calendly. It is widely used as a part of project management, and an AI assistant addition improved the software even more.

Calendly can be easily integrated with different calendars, such as Google Calendar, Outlook Calendar, Exchange Calendar, etc. You can also connect your Zoom and Google Meetings accounts, and the system will automatically create a meeting and scheduling link. You can additionally personalize the link to suit your needs.

When it comes to scheduling preferences, setting up the system is very straightforward. You can choose a weekly horst for every day of the week and set 'Unavailable' for the weekends. Time zones are automatically converted for each participant to help avoid scheduling errors.

When you schedule meetings, you can set notifications for the minimum notice time and buffer periods. Such features will ensure that you have enough time to prepare beforehand.

The scheduling link takes you to the calendar with available slots. After picking one, the user receives a confirmation with all the details as well as a meeting link.

The software is easy to use and provides you with all the necessary features to schedule meetings. Integrations with popular services like Zoom and Google Calendar make this AI scheduling assistant one of the top choices for task management.

Main Features
  • Automatic time zone adjustments;
  • Customizable scheduling preferences that include event descriptions, time adjustment, notifications, and buffers;
  • Integrations with popular software like Google Meet, Zoom, and Outlook;
  • User-friendly software with a clear outline of the features.
Pricing
  • Free plan: Limited features, mostly suitable for personal use.
  • Standard plan: $12 per month per user. Users will receive more advanced features, including integrations and customer support.
  • Teams: $20 per month per user. More team collaboration tools, advanced controls, and integration with Salesforce CRM.
  • Enterprise plan: Starts from $15,000 per year. Profound customization and security features for top-notch companies.

Reclaim

Reclaim.AI is a calendar software that provides users with a wide range of automated scheduling features, including task prioritization. However, what makes this platform stand out is its focus on strengthening your habits and managing recurring tasks.

During the initial onboarding, you can easily connect Reclaim.AI to the Google calendar and set up the preferences.

The initial steps allow you to choose any habits as well as tasks you want to add to the calendar. Afterward, you can set up prioritization for all your tasks and meetings to ensure high productivity results.

Task management is easy with a planner-like outline. You can add tasks, adjust durations and priorities, and buffer time on one page. All data will be saved instantly.

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The outline included the calendar with the menu on the left side as well as lists on the right side for open tasks, priority, and low-priority habit tracking. This provides a clear outlook of everything that has to be completed.

When it comes to strengthening any habit, there are several Reclaim.AI features that will help you stay consistent. Firstly, you choose the best time for any specific activity.

The second step is adjusting the settings regarding how easily an AI scheduling assistant should allow you to reschedule. For example, if you choose 'Busy' - no other task can be added to the chosen period.

When it comes to scheduling tasks, you can either manage everything manually or enter all details into the system, and this AI assistant will automatically distribute them. To improve the system, there are numerous integrations that work with the software to enhance the quality of scheduling. It will also remind you about upcoming deadlines and automatically move lower-priority tasks to ensure you complete the task on time.

To schedule meetings, Reclaim.AI uses a one-on-one feature. It locates the period when both participants are available, saving you time. This feature is also useful if one of the participants has to cancel and you have to reschedule, providing you with other options instantly.

Main Features
  • Numerous integrations with task management and Calendar apps;
  • Highly customizable preferences;
  • Analytics to help manage your productivity and manage all your tasks;
  • Automated task and meeting scheduling as well as rescheduling;
  • Time-blocking feature that helps build a habit or stay focused on the priority tasks;
  • Task prioritization to ensure you are staying productive.
Pricing
  • Lite (a free plan): Includes all the basic features, one link and one meeting, limited integrations, and tracking of three habits.
  • Starter plan: $10 per seat a month. Includes ten seats (allowing five attendees per seat), unlimited habit tracking, three links, and three meetings.
  • Business plan: $15 per seat a month. Includes a hundred seats (allowing eight attendees per seat), analytics, and many unlimited features like habit tracking, meetings, links, and integrations.
  • Enterprise plan: $18 per seat per month (yearly payment only). Provides 100+ seats (allowing ten attendees per seat), analytics, SSO & SCIM, and many unlimited features like habit tracking, meetings, links, and integrations.

Trevor

Trevor AI is a very straightforward instrument compared to other scheduling tools. It is very easy to use and has a user-friendly setup process. The scheduling suggestions from AI assistants will aid users with organizing their workload.

You can connect your existing calendar to the software immediately when you are signing up. After that, you add your tasks and set up the time blocking.

All the events you already have on your calendar will be displayed as well. However, the system will not interfere with those.

The tasks are separately added to the other calendar. This calendar can be turned on and off when you access your Google Calendar. With this feature, the software will not reorganize every element, allowing you to maintain some control at the same time, taking advantage of the AI features.

When adding tasks to the calendar, you can divide them into different categories that will be shown in the menu on the left side of the screen. These categories are marked with a hashtag, providing you with a clear outline of all the events.

To display all the listed tasks on the calendar, you have to use a drag-and-drop feature and place each one in the chosen time slot.

Trevor AI scheduling tool will provide suggestions on the calendar highlighting places where you can add the task. The software will be learning as you continue using it to provide you with better options.

Additionally, it will also suggest approximate durations. By analyzing how long it takes you to complete each task, an AI assistant will automatically adjust the predictions as well. However, you still have manual control and can change the time slot and duration to ensure high productivity rates.

Trevor AI has several features that will help you stay focused throughout the working hours. The app's color palette and daily displays make it easy to concentrate on priority tasks.

Tie blocking is another great feature that will help you complete the necessary amount of work. It ensures you are not distracted by the other tasks and keeps working on one particular task.

Trevor AI also sent you notifications and reminders before the meeting. This is a simple software with an extensive free plan that provides all the basics. In case you want to get more accurate predictions and adjustments, a paid plan provides more profound features.

Main Features
  • Integration with popular software like Google Calendar and Microsoft;
  • Drag and drop features to manage your tasks on the calendar;
  • Immediate data updates and synchronization with other connected calendars;
  • Time blocking and additional modes to stay focused on the tasks;
  • AI suggestions for scheduling tasks and task durations;
  • Categorization for task management.
Pricing
  • Free plan: Provides a variety of features necessary for personal use, including smart planning and task management.
  • Pro plan: Costs $3.99 per month. Provides AI features for scheduling tasks and supports more than one calendar.

Scheduler AI

The AI scheduler app is a scheduling assistant that provides numerous automation tools. This software mostly navigates all activities within the email rather than its system dashboard.

It helps you schedule meetings with clients and team members, hold one-on-one product demos, reschedule, and send follow-up messages to the participants. You can even set up a discovery number on your social media or a website to provide direct lines for potential leads.

During the setup, you can easily connect your Google or Microsoft calendar to the scheduler AI so you can instantly start adjusting your schedule. It also integrates with other communication platforms like Slack.

An AI scheduling assistant helps with choosing time slots when every member of your sales team is available within the email correspondence. The first thing to do after you have created an account is to save 'scheduler@scheduler.ai' in your motes.

To schedule meetings, add this email to the CC and send a query that reflects what you want Scheduler AI to do. For example: "Scheduler, set up a meeting till the end of the week."

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Scheduler AI will analyze your calendar, choose the best time slot, and send a reply to all participants in the meeting. The automated scheduling feature will also reserve this time to ensure you are available.

In case one of the parties has to reschedule, AI will take over the emailing until it locates other available time slot. This feature is a time savior for sales team members who have to handle numerous meetings per day, allowing them not to waste time on constant decision-making.

When it comes to lead generation, if the potential lead connects their calendar, Scheduler AI will analyze the calendar to find the perfect slot. If there is a scheduling issue and it can not find any available time, it will notify you so you can personally find a solution.

There are additional features that will allow you to soften all activities and improve the user experience. First of all, you can add keyword tags to the specific tasks and list them on the dashboard. For example, if you are meeting clients in a café or a restaurant, set the usual duration and required buffer time you need to prepare; just mention 'restaurant' in the inquiry to the Scheduler AI, and it will schedule a meeting according to your preferences in the system.

Main Features
  • Integration with commonly used software like Google and Microsoft Calendars, as well as Gmail and Slack.
  • Lead generation via emails.
  • Sending automatic reminders and follow-ups to the participants.
  • Showcasing your availability and automatic communication with the use of AI.
  • Scheduler AI can reschedule meetings in case of a cancellation.
Pricing
  • Co-Pilot Meeting Assistant: $50 per month. Includes one account, notifications from the calendar, email scheduling assistants, and call recording features for lead generation.
  • Auto-Pilot Meeting Setter: $500 per month. Allows up to eight user accounts, CRM integration, automatic emailing, and texting, as well as 100 leads and 2 built-in workflows.
  • Professional plan: $1,000 per month. Supports 16 users, CRM integration, as well as 500 leads, and unlimited built-in workflows.

Motion

At its core, Motion is a combination of an AI calendar and a project management application. All the features this assistant provides make it a great scheduling assistant that keeps track of all tasks.

You can use Motion for project management and schedule meetings and tasks for your sales team and other departments based on productivity analytics. All essential information is displayed on the screen.

On the left part, you can view the list of all the tasks, no matter how far you have scheduled them. The calendar is displayed in the center part of the screen, where you can choose daily and weekly views.

Tasks are added to the calendar with a drug-and-drop feature. If you are scheduling one, even on top of the other, Motion AI will sort all tasks for the day and create a new order. It might take some time for the software to reorganize the list of tasks, and in a minute, you will have a new schedule.

If you want to create your workspace, you should start with a Projects & Tasks tab. You can add your team members and assign individual and group tasks after adding the project you are working on.

To view all tasks you have scheduled, you can choose either a list or a Kanban outline. Everything added to the tab will be automatically displayed on the calendar.

Additionally, you can set priority preferences for each task. This will determine when each one will be displayed on the calendar, with ASAP being shown as early as possible.

There are also preferences for the deadlines. You can set a hard or a soft deadline. The software will send you notifications, showing which tasks are approaching their deadlines and need to be taken into priority.

Main Features
  • Automated scheduling based on AI analytics.
  • Integration with commonly used applications like Slack and Gmail.
  • Task assignment to team members.
  • Prioritization tags for each task.
  • Ability to assign tasks to different team members.
  • Deadline reminders.
Pricing
  • Free plan: Provides users with all the basic AI calendar features to schedule their tasks.
  • Individual plan: $19 per month. Includes automated scheduling AI features, additional meeting pages with templates, both desktop and mobile apps, and more task management tools.
  • Business Standard plan: $12 per month per user. Offers timeline and Gantt views, AI analytics and predictions, 10 workflow automation, and SOP templates.
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Table of Content
The Definition of the AI Scheduling Assistant Master AI through these 10 prompts Benefits of Using an AI Scheduling Tool Improved Productivity Rates Less Scheduling Errors Time Saving Better Work-Life Balance What Is the Difference Between AI Calendar and Smart Calendar? Key Features to Look for in an AI Scheduling Assistant User-Friendly Interface AI Task Prioritization Price Deadline Tracker Automatic Reminders, Notifications and Rescheduling Data Security Manual Input Our List of the Best AI Scheduling Assistants Calendly Reclaim Trevor Scheduler AI Master AI through these 10 prompts Motion
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