AI in Action: Monday.com or Asana?

Project management software has become a cornerstone of modern business operations, particularly as teams look to increase efficiency with the help of AI. Two of the most widely adopted platforms. Monday.com and Asana are both investing heavily in automation. But which tool offers the stronger AI-powered edge for businesses in 2025?

This comparison breaks down how each platform integrates AI into workflows, highlighting the opportunities and limitations for teams considering an upgrade.

The Rise of AI in Project Management

AI has shifted project management from task tracking to intelligent orchestration. Instead of manually updating project timelines or chasing task owners, businesses can now use automation to:

• Predict project bottlenecks

• Streamline reporting

• Prioritise workloads

• Reduce admin overheads

Both Asana and Monday.com have invested in AI to simplify project execution, but they approach automation differently.

Monday.com: AI With Flexibility

Monday.com has positioned itself as a work operating system, giving businesses a highly customisable platform. Its AI-powered automation features include:

• Smart workflow triggers: For example, automatically updating statuses when a task is complete.

• Predictive analytics: Identifying project risks before they occur.

• AI assistant (launched in 2023): Capable of drafting project briefs, summarising updates, and suggesting next steps.

What stands out with Monday.com is its ease of building automation recipes. Teams with minimal technical background can set up automated flows quickly. This makes it particularly appealing for SMEs that need agility without investing in heavy IT resources. 

Asana: AI With Enterprise-Grade Intelligence

Asana, in contrast, has leaned into its enterprise client base. Its AI strategy focuses on:

• Work Graph® Data Model: Mapping relationships between tasks, projects, and goals to surface insights.

• AI-powered prioritisation: Helping managers allocate resources effectively.

• Natural language queries: Allowing users to ask questions like “Which projects are at risk?” and receive instant answers.

• Predictive workload balancing: Ensuring no team member is overloaded.

Asana’s AI tools are especially valuable for larger organisations where project interdependencies are complex. The AI highlights patterns that would be difficult for humans to spot at scale.

Side-by-Side Comparison

Which Tool Is Best for AI-Powered Automation?

The answer depends on context:

• SMEs and fast-growing teams will find Monday.com’s automation easier to set up, delivering quick wins without a steep learning curve.

• Larger organisations with multi-layered projects will benefit from Asana’s deeper AI insights, particularly in resource allocation and risk prediction.

Both platforms are evolving rapidly, and competition is pushing continuous innovation. The decision comes down to whether a business prioritises flexibility (Monday.com) or strategic intelligence at scale (Asana).

How Fliweel Fits In

Choosing the right project management tool is only one piece of the puzzle. At Fliweel.tech, the focus is on helping decision-makers cut through the noise and identify AI solutions that deliver measurable impact.

Whether it’s evaluating platforms like Monday.com and Asana or implementing AI-powered dashboards tailored to business needs, Fliweel ensures technology decisions are aligned with strategic growth.

By providing clarity and actionable guidance, Fliweel helps organisations avoid costly trial-and-error, equipping them with the right tools to thrive in an AI-driven landscape.

Book an AI workshop today to explore which tools and automations will unlock the most value for your business.