The Future of Work: Orchestrating Agentic AI with monday sidekick
- Ishani Dhar Chowdhury

- 2 hours ago
- 7 min read

In today's age, most business owners can't possibly imagine workflows without the help of Artificial Intelligence (AI). At least 64% of respondents in a McKinsey & Company study stated that AI has enabled innovation.
monday.com has recognised this shift early. As a result, they've embedded intelligent automations directly into the WorkOS to transform how teams execute work.
One of those updates is the monday sidekick AI feature. As discussed in a previous blog post, this is a Digital Worker calibrated to delegate manual work to complete tasks fast and effectively.
Being an agentic AI, this monday.com feature works as an autonomous system designed to achieve specific high-level goals, plan, take actions, and more. According to IBM, an agentic system will need minimal supervision to solve real-life problems.
In this blog post, we'll learn how monday sidekick AI works as an agentic system to help with operational excellence.
Simple Automations to Agentic AI: The Evolution of Work

Over the years, automation drove industrial and business evolution. How? It improved operational efficiency by reducing manually done repetitive tasks.
Traditional automation can perform predetermined tasks with somewhat of a rigid precision. You could say it's a factory robot repeating the same motion.
However, the landscape has shifted dramatically. Crunchbase reported that AI funding has increased by 90% since 2024.
It's the age of agentic AI. It represents a fundamental departure from traditional models. Systems are now moving beyond simple repetitive tasks. We need higher-level cognitive capacities similar to those of a human.
About 90% of IT executives believe that this type of AI can improve their business processes. In fact, a customer service company, Eneco, resolved 70% more conversations with a chatbot.
Unlike generative AI, Agentic Intelligence can set subgoals, adapt to real-time strategies, and learn from experiences. All in all, this is a system that can independently:
Plan.
Reason.
Organise.
Make decisions.
This distinction mattered to monday.com, being a modern work management platform. As a result, monday sidekick AI can make independent decisions and adapt actions to achieve goals. It can also transform workflow execution from reactive task completion to autonomous problem-solving.
monday sidekick AI: What Makes It Different from Traditional Workflow Automation?
To quote monday.com, "monday sidekick is the gateway to AI-powered work." Being an intelligent assistant, it brings AI tools and models to your work apps.
But how does it differ from any other automation? Traditionally, automations operate on a rigid "if-this-then-that" logic. Even monday automations offer an excellent recurring workflow that helps send reminders, move tasks, and more.
However, it remains limited to predefined scenarios. With monday sidekick AI, you can go further with Natural Language Processing (NLP):
Contextual understanding that considers your projects, team, and history when suggesting actions.
Proactive assistance that can correctly recommend what to do next based on historical and current data.
You'll find it directly in your marketing workflows. Hence, it has the context to adapt to your processes, understand goals, and take actions.

Unlike passive recommendations, monday sidekick AI functions as a digital teammate that understands current projects, desired outcomes, your role, and more. With this, you can:
Take action by sending Slack messages, tagging teammates, and updating work.
Brainstorm ideas, streamline processes, and write content.
Analyse board data and research the web.
Retrieve answers based on board data or from the Help Centre.
Manage your board by editing, updating, deleting, and creating groups, labels, or columns.
Create or generate plans, visuals, and other on-brand documents.
Surface insights based on team activity by catching delays, suggesting follow-ups, highlighting trends, recommending actions, etc.
Read subitems, updates, and column information.

Currently, monday sidekick is available in three tiers. They are:
Lite: For Standard and Pro accounts. Single workspace. Up to 5 messages or actions per day.
Super: Available in Enterprise Plans for free. Can be purchased in Standard or Pro plans. 100 messages and 2 generated images/videos per user per day. Account-wide context.
Plus: Yet to be released. Available for purchase across all plans. 400 messages and 10 generated images/videos per user per day. Account-level context.
How monday AI Blocks Power Your Digital Workforce? | Orchestrating Intelligence
monday Sidekick AI is the future of work, as it is orchestrating agentic AI. Ideally, it serves as an intelligent digital teammate.
Compared to that, monday AI Blocks are the building blocks for everything AI-powered on the monday.com platform. These are automation blocks that can create columns, automations, and workflows.
Consider them as modular capabilities that form the foundation of agentic AI orchestration. For example, monday AI Blocks enables systems to:
Extract information.
Translate content.
Categorise data.
Summarise updates.
And, execute custom prompts.
At their core, these automation blocks are pre-built AI functions. It integrates into workflows to enable automation of data-intensive business processes and repetitive operational tasks.
Being monday.com experts, our team at Fruition knows a secret. When combined with monday sidekick AI, these blocks can transform isolated tools into a uniquely coordinated intelligence.

How is that possible? Well, it leverages AI blocks contextually. For instance, sidekick will automatically determine which capabilities to deploy. All that will be based on workflow state, role, and goals.
Organisations seeking to maximise this orchestration can reach out to our AI consultants. We can help configure custom AI blocks, integrate all capabilities, and write effective prompts to build an intelligent digital workforce.
Advanced Applications of Agentic AI in monday.com: Building Smarter Workflows
According to ComputerWeekly.com, monday.com introduced its AI features to address productivity slumps and tackle burnout. Right now, this platform has three core AI capabilities:
monday vibe: A new way of creating custom work apps with AI.
monday magic: Transforms AI prompts into ready-to-use monday workflows.
monday sidekick: An AI assistant that can do it all.
These tools, along with AI Blocks, Digital Workforce, and Product Power-Ups, can transform how teams execute work across departments.
The Platform-Wide AI Ecosystem
monday sidekick AI proactively takes action to move work forward with the right suggestions. As a result, it helps bridge the accessibility gap in AI adoption.
Moreover, the monday platform integrates AI natively across:
monday Service: Automatically tags tickets and prioritises by urgency, sentiment, type, and department.
monday Work Management: Drives projects with AI-powered risk detection and resource allocation.
monday Dev: Resolves bugs faster with AI-surfaced context on related code.
monday CRM: Scores deal health and surfaces conversion insights automatically.
Strategic Implementation Guide
Partnering with Fruition can help you collaborate with monday.com consultants to develop an implementation strategy and optimise workflows. Here's the thing: successful AI adoption requires structured preparation.
Our team of 27+ experts will help you:
Audit existing workflows to identify automation opportunities.
Clean data structures to enable AI features to interpret context accurately.
Use clear naming conventions and consistent use of columns or statuses with defined owners.
The monday AI specialists at Fruition will help establish these foundations to configure AI blocks and sidekick for specific use cases. We will also train your team on prompt engineering techniques that maximise monday AI capabilities.
Measuring AI Impact

With over 250,000 active users, monday.com has become the norm across various industries. Now, the AI implementations have skyrocketed this platform's appeal.
Even then, teams should establish clear metrics before choosing monday AI. These include comparing task completion times before and after AI implementation, tracking reduction in manual work hours, and more.
Some of the KPIs include:
Cost reductions.
On-time completion rates.
Budget adherence.
Time savings from automated status reporting.
How Context-Aware AI Agents Anticipate Your Needs in monday.com?
It's all thanks to personalised intelligence with agentic AI. Needless to say, monday sidekick is a context-aware AI assistant.
Over time, it will understand your company, responsibilities, and roles to proactively suggest and take action. Unlike traditional chatbots, this feature can operate in unstructured environments through NLPs and make decisions to achieve user goals.
That means monday sidekick AI is aware and fully understands the context for your processes, role, workflows, etc. With it, you can monitor timelines and flag risks in real time:
Suggest previously onboarded freelancers as solutions.
Warn when design teams reach capacity limits.
Flag missing brief components before delays occur.
monday sidekick Use Cases
It helps draft briefs, emails, and creative copy in your brand voice. You can also localise and translate context instantly. When necessary, sidekick will work with monday AI blocks to flag bottlenecks and workload imbalances before they block delivery.
Take a look at a few use cases:
Marketing teams use it to launch campaigns faster. Auto-generate detailed briefs with messaging, timeline, and goals.
Decode competitor moves and create weekly executive reports for account-based sales strategies.
Check team capacity and suggest resource allocation to project managers based on account history.
Summarise all feedback threads to remove confusion and route approval to brand and legal teams.
Automatic ticket categorisation and sentiment detection help service teams enable faster response times.
Endnotes: The Future of Orchestrated Work with monday sidekick AI
The current features of monday sidekick AI and AI blocks are just the beginning. Statistics suggest that monday.com has seen 150% growth in AI adoption, with over 26 million AI-driven actions since the AI shift.
Today, the trajectory points toward autonomous work execution. Moreover, future interactions will handle increasingly complex multi-step processes. And AI agents will seamlessly coordinate across departments.
Are you ready to harness agentic AI for your workflows? Fruition's certified monday.com experts can design AI-powered solutions tailored to your business needs.
We'll help with implementation strategy, advanced automation configurations, and more. Reach out to us if you want to transform how your organisation executes work.
FAQs
Can monday sidekick AI integrate with external tools?
No, monday AI operates within the monday.com ecosystem. That means monday sidekick and monday AI blocks will primarily work within monday WorkOS. Even then, it can leverage native integrations available through the platform's marketplace. Organisations can also use monday API connections and automations to bridge the information gap.
What security measures protect sensitive data when using monday AI blocks?
monday WorkOS maintains an enterprise-grade security across all its features. This includes an SOC 2 Type II, ISO 27001, and GDPR compliance. Moreover, monday AI features can process data within a secure infrastructure. Organisations will control access levels and permissions to ensure monday sidekick only interacts with authorised information based on board settings.
Do you need technical expertise to use monday sidekick?
There's no coding required to use monday AI. monday sidekick uses NLP for plain-English commands. Hence, users can interact conversationally to delegate tasks. Even then, maximising monday AI's custom capabilities benefits from prompt engineering guidance. You can get that from monday.com implementation partners like Fruition for setup and training.


