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The Best AI Scheduling Assistant to Kickstart your 2024

In today’s article, we are talking about some of the hottest AI scheduling assistants, discovering more about this breakthrough technology, and how it can positively impact our lives.

January 10, 2024 at 1:59 pm in Technology

A fresh new year always comes with a fresh new start, and what better way to kickstart your productivity in 2024 than by using one of the best AI scheduling assistants?

As we are flooded with information on how to start the new year on the right foot and advising us to schedule time, delegate tasks, and evaluate our progress, we might fall into a pitfall. As a result, we might feel overwhelmed by the many apps we need for each aspect of our lives, from personal life to project management and team scheduling.

Please stay put and take notes, as in today’s article, we are talking about some of the hottest AI scheduling assistants, discovering more about this breakthrough technology, and how it can positively impact our lives.

Let’s jump in!

What is an AI Scheduling Assistant and Why Do You Need It?

As the name says, an AI assistant is a software program powered by AI tech, such as machine learning, natural language processing models, and others, to execute commands, schedule meetings, and easily manage tasks.

Anyone can benefit from these AI scheduling algorithms, regardless of the industry, seniority, or whether you’re a start-up owner or student. From performing task management and scheduling meetings as a manager to using an AI calendar assistant to keep track of your exams and project management tools for start-up owners, AI scheduling assistants are here to stay.

Moreover, as this technology is relatively new, McKinsey advised that 2023 has been the breakthrough year. Thus, 2024 will become a year of economic growth due to the significant adoption of AI-powered productivity tools.

Additionally, from 2017 until 2022, AI technology has grown considerably, as seen in the image below, whereby 22% said they regularly used AI in their work in 2023, and 94% of business leaders believe that AI is critical for business success in the next 3 to 5 years.

McKinsey The State of AI in 2022

Also, as years pass, AI capabilities become significantly more powerful. Most AI tools are used in marketing and sales, product and service development, and service operations.

McKinsey State of AI 2023

Our take on this is not to limit yourself; instead, test these AI applications, accurately review their capabilities and limits, and remember that usually, the AI tech gets better once it’s used and tested.

How Does an AI Scheduling Assistant Work?

AI scheduling assistants leverage some of the most well-known technologies, such as machine learning and natural language processing algorithms, cloud-based tech, and others. As a result, it will streamline your scheduling process, reduce human errors, and enhance your overall productivity.

Additionally, these powerful tools can help you and your organization better optimize your time, manage your calendars effectively, and focus on more strategic or critical tasks while reducing the costs of these objectives.

At this point, you need to understand that these AI techs are compatible with all smart devices, and since they have a straightforward interface, they are somewhat self-teaching.

As a result, you can use it in multiple industries and domains, from HR to marketing and sales teams and business, legal, and other professional services, from effortless appointment scheduling to solving scheduling conflicts, project planning, task management, and AI calendar assistants.

AI In Various Domains McKinsey

5 Benefits of AI Scheduling Assistants

As we briefly discussed the benefits of AI scheduling assistants, please allow us a couple of moments to dive deeper into the benefits, as these speak for themselves. Not to mention that compared to 2018, whereby in 2022, 52% of respondents advised that their organisations’ investment in AI increased by more than 5%.

McKinsey Investment in AI technology

So, this tells us something about the power and capabilities of Artificial Intelligence within organizations, offering multiple benefits such as:

1. Time-Saving

Some of the best AI scheduling assistants can increase time management efficiency and automate tasks, such as scheduling meetings, finding available slots while blocking your AI calendar, and sending reminders.

2. Increased Accuracy

Another essential aspect is that an AI scheduling assistant has automated scheduling features that improve and solve the never-ending scheduling conflicts, whereby there are usually three or more points of contact. As such, you and your teams can reduce the last-minute cancellation issues.

3. Personalized Scheduling Preferences

Also known as smart scheduling, personalized scheduling preferences ensure the best results based on your working patterns and schedule by incorporating AI-based scheduling assistants.

As such, AI scheduling assistants can learn more about your working program and suggest group meetings or 1:1 meetings with ease based on your tailored preferences.

4. Data-Driven Insights

How do you optimize your workforce management practices, enhance efficiency, and achieve your goals if you don’t have a clue about how long your meetings are? How efficient are they? How many people are there?

5. Add-Ons and Integrations

What is remarkable about these AI calendar apps is that they can be integrated with other project management tools, such as CRMs, Outlook, Office 365, and others, to streamline your scheduling process and kickstart your productivity. It could reduce the number of tools used.

So, these are just a couple of benefits that AI scheduling assistants offer. However, the power of such tools is not limited to only these. Also, remember that these AIs can offer 24/7 availability, surpassing an assistant’s standard and legal working hours.

How Do You Choose the Best AI Scheduling Assistants?

Read further, as in the following chapters, we will delve into how to choose the best AI scheduling assistant while learning more about how to select the best calendar management tool.

Ease of Use and UI/UX

So, as the first impression could mark anyone and any digital product, this is the exact case with the ease of use and UI/UX. As a result, it is essential to choose an AI scheduling assistant with a friendly and straightforward interface, aiming to solve some difficulties and not create more doubt and dissatisfaction.

As with any software program, the AI scheduling assistant and an easy-to-follow interface can alleviate the learning process, offering a more pleasant experience.

Another essential aspect is the UX of such an AI scheduling app, as no one wants to wander around in an app, having complicated user flows and clicking mindlessly, hoping just to set a meeting.

We can also conclude that these apps’ strategy, scope, structure, skeleton, and surface should simplify scheduling, now overpowering these basic needs.

And if the chosen AI scheduling assistant has drag-and-drop features and offers excellent accessibility across various mediums, even better!


What’s the point of using one of the best AI scheduling assistants on the market if it lacks security and safety? Even though it seems plain and simple to schedule meetings, send meeting links, and manage multiple calendars, the back end of these apps should work for you, not against you.

As such, it is vital for an AI scheduling assistant to offer data encryption features, data loss prevention, and vulnerability management to be on the safe side.

AI Features

Besides scheduling tasks and meetings, such AI assistants should offer additional AI-powered features that could positively impact your project planning, maybe through task automation, reminders of recurring tasks, and enhancing your teams’ productivity.


Yet, as your start-up or business grows, it is understandable that you want an AI scheduling assistant capable of keeping pace. You want something other than AI software that outgrows your business.

Best AI Meeting Scheduler for 2024

Now, we’ve reached the most critical part of this article, more precisely, where we discover together the best AI scheduling assistants for 2024 and beyond. So, let’s get started!

1. ClickUp AI

1. ClickUp AI

If you previously used ClickUp as a task manager app, it’s time to upskill your project management efforts with the power of Artificial Intelligence!

ClickUp AI is one of the best task management tools available at an affordable price, 5$ per month. But, with many AI features integrated, such as a personal copy editor, event planning, pre-built AI tools for your department, and others, ClickUp positions itself as a leading provider within the project management and productivity niche.

However, at this point, we must mention that in ClickUp AI, you cannot automatically schedule tasks using AI. Yet, you can create custom task types, access the collaboration engine, leverage AI automation, manage multiple calendars, and schedule meetings from a single tab.

ClickUp AI Features

  • Elevate your writing with an AI natural language processing model;
  • Organize your business tasks, threads, and content;
  • Developed for business teams;
  • Subtask generation to keep your marketing and sales teams aligned;
  • Pre-built AI tools for your department so you can use one tool for your business needs;
  • Access AI everywhere with the help of the Global AI Toolbar;
  • Access ClickUp on the go with the mobile app and enjoy the multi-platform accessibility;

ClickUp Customer Reviews

ClickUp Customer Reviews

2. Scheduler AI

2. Scheduler AI

Scheduler AI could be another good option for an AI calendar assistant, whereby you can easily schedule meetings, regardless of the type, whether it is 1:1 or group meetings. All the action will happen within your communication channels, as it works based on text commands instead of the app. Some of the functionalities could be improved or added, but for starters, this AI calendar management tool does a pretty good job.

Moreover, you can integrate it with other digital channels, like Slack, emails, and SMS. You only specify that you want a meeting with specific people, and Scheduler AI takes care of the rest:

  • Finding available slots for everyone;
  • Sending the notice;
  • Keeping track of the showups;

Scheduler AI Features

  • Personal or branded AI scheduling assistants;
  • Automated Reminders and instant re-booking;
  • Cancellation management;
  • Branded webforms, CRM integration, and inbound lead outreach;
  • Expedited support, onboarding, and implementation depending on the pricing plan;

3. Todoist

3. Todoist

If you’re looking for a task management tool, you should try Todoist, one of the leading providers on the market since 2007. With the help of these comprehensive task management applications, anyone can bring clarity to business and personal life.

With this AI calendar assistant and task manager app, you can create, organize, delegate, and streamline collaboration among group members, prioritizing clarity and offering ways to visualize teams’ progress.

Todoist Features

  • Task management;
  • Drag and drop features;
  • Task prioritization;
  • To-do list and dependencies;
  • Tasks progress;
  • Integrations with Google Calendar and other popular apps;

Todoist Customer Reviews

Todoist Customer Reviews

4. Sidekick AI

4. Sidekick AI

Suppose you’re looking for a robust AI calendar app. In that case, you should try the Sidekick scheduling web-based application, as it will spark your productivity, leaving you time to enjoy your meetings.

Considered a versatile and flexible scheduling tool, Sidekick offers advanced team scheduling ways in which anyone can book a meeting:

  • Forward scheduling;
  • Scheduling pages;
  • Sidekick scheduling;

Furthermore, the Sidekick scheduling application integrates with other tools, such as Microsoft Teams and Google Calendar, Zoom, Office 365, and others, so you can quickly get started and enjoy streamlining your high-priority group meetings.

Sidekick AI Features

  • Invites, reminders, and calendar;
  • Team scheduling;
  • Remove Sidekick AI branding;
  • Multiple integrations;
  • Add your business logo;
  • Meeting stats;

Sidekick AI Customer Reviews

Sidekick AI Customer Reviews

5. Clockwise

5. Clockwise

If you get tired of all the meetings and need time block and focus time, we have good news! Besides its ability to schedule meetings, Clockwise’s goal is to help you manage your time better. Thus, by time-blocking and solving the conflicts arising from this action, Clockwise could be your partner in crime.

Clockwise Features

  • AI scheduler – Join waitlist;
  • Flexible Meetings;
  • Focus Time;
  • Flexible Holds;
  • Scheduling Links;

Clockwise Customer Reviews

Clockwise Customer Reviews

6. Motion

6. Motion

Do you remember those moments when you have multiple deadlines and two meetings in a day, and you must assign tasks while answering emails? Well, Motion got you covered!

Motion is one of those project management and task management apps that surprises us with a clean and easy-to-follow interface and many functionalities designed to keep you and your business on the right track while managing your personal life.

Motion Features

  • Calendar management;
  • Project management;
  • Advanced task tracking;
  • Smart meeting assistant;
  • Multiple integrations such as Zapier, Gmail, Microsoft Teams, and others;

Motion Customer Reviews

Motion Customer Reviews

7. Kronologic

7. Kronologic

Of course, we could not move further without discussing a comprehensive app specially created for the marketing and sales team to help with lead generation for your business. As such, Kronologic could be the way to keep your sales pipeline in place, converting leads and keeping potential customers interested.

Moreover, this AI meeting scheduler has a Calendly feel and touch and offers solutions for medium-sized businesses, small teams, and individuals.

Kronologic Features

  • Lead follow-up and meeting scheduling;
  • Integrations / APIs;
  • Task management;
  • Email tracking/automation;
  • CRM Integration;
  • Calendar;
  • Shared Records;

Kronologic Customer Reviews

Kronologic Customer Reviews

Final Thoughts

In a world where tasks and meetings dominate our daily lives, the evolution of AI scheduling assistants has emerged as a transformative solution to combat missed deadlines, streamline meetings, and enhance team productivity in managing tasks.

As we’ve explored the depths of some of the best AI scheduling assistants and given McKinsey striking insights, we could say that these powerful applications are more than simple aids, leading to a pivotal role in a business’s success.

Notice: The information in this article and the links provided are for general information purposes only and should not constitute any financial or investment advice. We advise you to do your own research or consult a professional before making financial decisions. Please acknowledge that we are not responsible for any loss caused by any information present on this website.
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