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General Published on: Wed Jul 09 2025

How Project Managers Can Harness AI: Powering Delivery with Jira and ClickUp

In today's fast-paced, technology-enabled work environment, Project Managers (PMs) are required to handle multiple priorities — deadlines, dependencies, resources, and stakeholder expectations. Fortunately, AI-enabled features in today's modern project management platforms such as Jira and ClickUp are evolving the way PMs can automate work, improve decision-making, and deliver with confidence.

In this blog, we look at how PMs can best leverage AI, and the capabilities in Jira and ClickUp that make this change possible. 

Why PMs Need to Care About AI

AI is no longer a future-sounding buzzword. It's a down-to-business enabler for: 

  • Saving time on tedious tasks
  • Predicting risks and bottlenecks
  • Improving communication and transparency
  • Optimizing resource allocation
  • Making data-driven decisions 

Instead of taking over from project managers, AI is a co-pilot that does mundane tasks and brings forward insights—freeing PMs to concentrate on tactical execution. 

How AI Supercharges PMs in Jira 

Jira - particularly the newer AI-powered versions (e.g., Jira Cloud)—has added a variety of smart features for agile teams and technical project managers. 

1. AI-Powered Issue Summarization 

Automatically create short summaries for long issue threads. When problems have lengthy comment threads or several updates, AI summarizes the discussion so PMs can catch up without reading everything. 

2. Automated Sprint Analysis & Retrospectives 

Employ AI to process sprint metrics and produce retrospective points for discussion. AI analyzes velocity trends, blocker trends, and team sentiment (if supported by tools like Confluence or Team Central), assisting PMs in conducting data-driven retrospectives. 

3. Natural Language Ticket Creation 

Dictate or type tasks in regular English; AI formats them as actionable Jira tickets. This makes backlog grooming easier, particularly when PMs are out on the move or gathering feedback from stakeholders in meetings. 

4. Clever Suggestions 

Jira can recommend delegating tasks to team members based on availability, skill, or past working habits. This allows PMs to manage workloads and prevent resource fatigue.

Let’s take an example – You're running a 2-weeks Sprint. Jira AI flags that 3 tasks are marked as “In Progress” but have not had any updates for past 4 days. One of them is a dependency for a critical feature. The assignee has full workload this week. 

AI nudges the PM:  

  • Summarizes the inactivity 
  • Suggests reassignment
  • Highlight it as a potential risk to sprint delivery 

How ClickUp Leverages AI to Enhance PM Efficiency 

ClickUp also claims to be a "work OS," and its AI assistant will assist throughout documentation, planning, and execution stages. 

1. ClickUp AI Assistant 

Integrated natively into docs, tasks, and comments. PMs can: 

  • Summarize meetings or notes immediately
  • Create task descriptions based on plain prompts
  • Rewrite or explain instructions for improved team comprehension
  • Translate updates for global teams 

2. Automated Task Suggestions 

Based on the subject matter of a document or meeting summary, ClickUp AI can suggest tasks and owners. This closes the planning-execution gap—removing the likelihood of missed follow-ups. 

3. AI-Driven Goal Monitoring + Risk Alerts  

Track progress toward OKRs and project milestones with AI-created insights. Rather than keeping KPIs under manual monitoring, PMs get real-time status and risk notifications if deliverables are behind

AI helps in identifying patterns of repeated blockers, missed deadlines, or inconsistent velocity trends, flagging risks before they derail your project. For example;

  • If multiple tasks across sprints are blocked by the same dependency (e.g., “Waiting on API update”), AI can notify the PM to escalate the issue.
  • If tasks from a particular person or group, are slipping consistently, AI can highlight capacity or skill gap issues before sprint planning.  

This early visibility enables PMs to course-correct sooner, improving delivery predictability.  

4. Workflow Automation + AI 

Align AI with ClickUp's powerful automation engine. For instance, if a task is stuck in "In Review" for 3 days, AI can prompt the reviewer with a summary and recommended actions.

AI can tidy up and re-prioritize a backlog based on changing deadlines or dependencies

5. Documentation

Think of all the types of documents you could create — project scopes, organized project management objectives, RAID trackers, and even AI-generated recommendations for improving project strategies. 

Everything you need is kept accurate and accessible by ClickUp AI, so you don’t have to dig through endless files.  

Best Practices for PMs to Get the Most out of AI 

Regardless of using Jira, ClickUp, or any other contemporary platform, PMs need to embrace a few principles to get the most value out of AI: 

1. Start Small, Scale Fast 

Choose an example use case (e.g., sprint reviews, backlog refactoring) and add AI. When ready, scale up. 

2. Keep the Human in the Loop 

AI as a supporting agent, not as a decision-maker. Always inspect and verify important outputs. 

3. Train Teams to Trust AI Outputs 

Train your teams on how AI-based tasks or summaries are constructed. Transparency is the key to trust. 

4. Leverage Data Hygiene 

AI is only as intelligent as the information it possesses. Double-check tasks are labelled correctly, sprints are current, and work is tracked regularly. 

5. Learn the Art of Prompting 

AI is as good as the questions you ask. How you word a request can considerably affect the output’s quality. For example;

  • Instead of: "Create a report", Try: "Generate a sprint report comprising planned vs completed story points and list top 3 blockers."
  • Instead of: "Write update for stakeholders", Try: “Write a project status update email for stakeholders summarizing this weeks' progress, upcoming milestones, and key risks." 

Knowing how to prompt, with context, is the key to unlocking AI’s full potential. 

Final Thoughts 

AI won't run your project—but it will let you run it smarter. With applications such as Jira and ClickUp integrating smart features right into the PM process, it's time for project managers to take their role up from task tracker to strategic enabler.

The future of project management is human + AI—and it's already here. 

References:

 

 

 

Nandini Bhatt
Project Manager - Salesforce 

Author’s Bio: Nandini is driven by curiosity and a passion for continuous learning. With a foundation in Business and Project Management, she blends practical knowledge with insightful storytelling. She enjoys diving into topics that intrigue her and sharing her learnings through engaging, thoughtful writing.