
Co-Founder of Momentum. Formerly Product @ Klaviyo, Zaius (acquired by Optimizely), and Upscribe.
Table of Contents
- Your Jira Setup Is Probably A Mess. Let’s Fix It.
- You’ve missed the point: Scrum vs. Kanban
- It’s fixable... so fix it: Configuring your boards
- Taming The Beast We Call The Backlog
- It’s fixable... so fix it: From vague ideas to actionable stories
- You’ve missed the point: Why story points aren't just for engineers
- Running Sprints That Don't End In Chaos
- It’s fixable... so fix it: Sprint planning that isn't wishful thinking
- You’ve missed the point: Standups are for problem-solving
- It’s fixable... so fix it: Retrospectives that lead to change
- Using Jira Reports To Tell The Real Story
- You’ve missed the point: The velocity chart is for honest forecasting
- It’s fixable... so fix it: The burndown chart spots trouble mid-sprint
- You’ve missed the point: The cumulative flow diagram finds bottlenecks
- Beyond The Basics: Integrations and Automation
- It’s fixable... so fix it: Connecting your tools
- You’ve missed the point: Automating the tedious stuff
- Essential Jira Integrations for Agile Workflows
- Common Jira Questions For Agile Teams
- So much frustration: How should we handle bugs discovered mid-sprint?
- You’ve missed the point: Scrum or Kanban?
- So much frustration: How do we manage cross-team dependencies?

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So much fun, so little time. I know exactly how your Jira project is going down, but I’ll say it out loud here just so we’re all on the same page.
Let’s set the scene. Your team's Jira board looks less like an agile command center and more like a digital junk drawer. You've got columns that make no sense, tickets with zero context, and a backlog that’s a mile long and just as scary. The good news? It’s fixable. The bad news? You actually have to roll up your sleeves and fix it.
When you're trying to implement Agile project management with Jira, the goal is to build a flexible, visible, and truly collaborative space for your team. A well-configured Jira setup is what turns those abstract agile principles into concrete practices. It’s how you move from chaos to clarity.
This is all about cutting through the noise and building a Jira environment that supports your agile workflow instead of getting in the way. Think of it as a much-needed spring cleaning for your entire project management process.
Your Jira Setup Is Probably A Mess. Let’s Fix It.
Before you touch a single setting, you have to decide how your team really works. Jira gives you two main project templates for agile teams, and picking the wrong one is like showing up to a marathon in flip-flops—painful and ineffective.
You’ve missed the point: Scrum vs. Kanban
- Scrum: This framework is built for teams that work in fixed-length iterations, or sprints. You plan a chunk of work, you execute on it, and then you reflect. It’s perfect for projects where you can realistically commit to a set of tasks for a couple of weeks without constant, major interruptions.
- Kanban: This is a continuous flow model. Work gets pulled from the backlog whenever the team has capacity. No sprints, just a constant stream of tasks moving across the board. This is a lifesaver for teams dealing with a high volume of unpredictable requests, like a support engineering or ops team.
I once advised a startup that was drowning in their two-week sprints. Customer issues and urgent "fire drill" requests were constantly derailing their plans, leading to a ton of frustration. We switched them to a Kanban board, which let them prioritize and tackle incoming tickets in real-time without the artificial pressure of a sprint commitment. Their throughput nearly doubled in a month.
The goal isn't to perfectly replicate a textbook methodology. It’s about picking the framework that best fits the natural rhythm of your team’s work.
It’s fixable... so fix it: Configuring your boards
Your Jira board's columns should tell the story of your actual workflow, not the story of a generic template someone set up five years ago. If your columns are just “To Do,” “In Progress,” and “Done,” you're missing a huge opportunity for clarity.
The columns need to map directly to the real stages your work goes through. For a software team, that might look something like this:
- Backlog: The holding pen for all vetted ideas.
- Ready for Dev: Fully specced out and ready to go.
- In Development: Someone is actively writing code.
- In Review: A pull request is open.
- Ready for QA: Deployed to a staging environment for testing.
- Done: Shipped to production. Huzzah!
This level of detail provides immediate, at-a-glance clarity. Anyone can look at the board and know the exact status of any piece of work. It’s how you finally eliminate that dreaded, “So, where are we with that ticket?” Slack message. For a deeper dive into organizing tickets effectively, exploring proper https://gainmomentum.ai/blog/jira-task-management is a great next step.
Finally, let’s talk issue types. If every ticket you create is just a generic "Task," you're setting your team up for a communication nightmare. Engineers are left scratching their heads, asking, "What am I even supposed to do with this?"
Define a clear set of issue types that provide instant context:
- Epic: A large body of work (e.g., "User Profile Redesign").
- Story: A user-centric feature description (e.g., "As a user, I want to upload a profile picture").
- Bug: Something is broken. Period.
- Task: A technical to-do that isn't user-facing (e.g., "Upgrade database server").
By establishing these foundational elements, you transform Jira from a passive ticket tracker into an active partner in your agile process.
Taming The Beast We Call The Backlog
Let’s be honest. Your backlog is where good intentions go to die. It’s an endless scroll of half-baked ideas, vague user stories, and bugs from two years ago that nobody even remembers. Trying to plan a sprint from that mess is just setting yourself up for failure.
But it doesn't have to be this way. We’re going to transform your backlog from a source of dread into a genuinely strategic tool. The goal is to create a prioritized, well-understood queue of work that’s always ready for your team.
It really boils down to a clear, three-part flow: creating, planning, and tracking your team’s work.

This visual drives home the point that a healthy backlog is the direct input for a successful sprint, which in turn lets you track progress with any real accuracy.
It’s fixable... so fix it: From vague ideas to actionable stories
First things first: stop treating the backlog like a dumping ground for every random thought. Every single item needs to be a well-crafted user story with crystal-clear acceptance criteria. Remember, a story isn't just a task; it's a conversation starter.
The difference is night and day.
- Bad: "Build export button."
- Good: "As a marketing analyst, I want to export my campaign data as a CSV file so I can perform custom analysis in Excel."
The second version tells the engineer why they're building the feature, empowering them to make smarter decisions. It also naturally leads to defining acceptance criteria—the specific conditions that must be met for the story to be considered "done."
A well-groomed backlog is the single greatest predictor of a successful sprint. If your stories are ambiguous, you’re planning to fail before the sprint even starts.
A flat, unstructured backlog is impossible to manage. That's where Jira's Epics come in. Think of an Epic as a big container for a large body of work that can be broken down into smaller, manageable stories, like "Q3 User Onboarding Revamp."
By grouping related stories under an Epic, you give everyone a high-level view of your strategic priorities. They can track the progress of an entire initiative, not just get lost in the weeds of individual tickets. This structure is absolutely critical for communicating your roadmap.
You’ve missed the point: Why story points aren't just for engineers
Ah, story points. They're a source of endless debate, but they are an incredibly valuable tool when you use them right. The key is to remember that they are a relative measure of effort, complexity, and uncertainty—not a measure of time. A "5-point" story should feel roughly five times more complex than a "1-point" story.
This abstraction from time is powerful:
- It forces team alignment. The team has to discuss and agree on a point value, which ensures a shared understanding of the work.
- It accounts for uncertainty. A high point value can be a red flag that a story is poorly understood and needs more refinement.
- It makes forecasting possible. Over time, your team’s average velocity (the number of points they complete per sprint) helps you make much more reliable long-term predictions.
The need for tools to manage this process is exploding. The agile project management software market was valued at USD 4.56 billion in 2024 and is projected to hit USD 24.2 billion by 2037. This boom is directly tied to the rise of remote work, where a well-organized digital backlog is more critical than ever.
A healthy backlog isn't a one-time effort; it's a continuous process of refinement. For those looking to get more granular, understanding different backlog statuses can add another powerful layer of organizational clarity.
Running Sprints That Don't End In Chaos

Does your sprint planning feel more like a hostage negotiation? Are your daily standups just a boring status report? And do retrospectives devolve into complaint sessions where the action items vanish into the ether?
If you're nodding along, you’re not alone. It’s time to reclaim your agile ceremonies and make them genuinely useful again. The goal is to establish a predictable, productive rhythm for your team—not a two-week cycle of panic and burnout.
It’s fixable... so fix it: Sprint planning that isn't wishful thinking
The sprint planning meeting is where your sprint lives or dies. The objective isn’t to cram as many story points as possible into the sprint; it's to create a realistic forecast.
I once worked with a startup where the VP of Engineering would show up to sprint planning and strong-arm the team into a massive commitment. Predictably, they’d miss their goal every single time, morale would tank, and the cycle would repeat. The problem wasn’t the team’s capability; it was a planning process built on pressure, not reality.
We instituted a simple rule: only the development team can pull work into the sprint. The product manager sets the priorities, but the team determines the capacity. This simple shift in ownership transformed their sprints from a death march into a challenge they could actually win.
A sprint commitment is a forecast, not a blood oath. The team should feel confident they can deliver, not terrified they'll be working weekends to hit an impossible target.
A well-defined plan is key. You can greatly improve your team's execution with dedicated tools and a clearer understanding of sprint planning best practices.
You’ve missed the point: Standups are for problem-solving
Let’s get one thing straight: the daily standup is not for you, the manager. It’s for the team. It’s a 15-minute sync to identify blockers and coordinate the day's work, not a session to list every single thing you did yesterday.
The classic "Yesterday, Today, Blockers" format can work, but only if people stop using it as a crutch for robotic updates. The conversation should sound a lot more like this:
- "Yesterday, I finished the API integration, but I realized the auth library we’re using has a weird edge case. I’m a bit stuck. Can anyone with auth experience sync with me for 10 minutes after this?"
- "Today, I'm picking up the user profile ticket. I see Sarah worked on the last profile feature—just want to confirm there are no hidden gotchas before I dive in."
- "Blockers: Still waiting on the final design assets for the checkout page. Marketing, any update?"
See the difference? Each update is conversational, forward-looking, and focused on collaboration. It’s about unblocking each other and moving forward as a unit.
It’s fixable... so fix it: Retrospectives that lead to change
The retrospective is arguably the most important ceremony in Scrum. It’s the engine of continuous improvement. But for it to work, it has to be more than just a venting session.
The key is to generate a small number of concrete, actionable improvements and assign a clear owner to each one. Don't leave with vague promises like "we'll communicate better." Instead, create a specific action item, like: "Dave will create a dedicated Slack channel for deployment alerts by end-of-day Friday."
At the beginning of your next retrospective, start by reviewing the action items from the last one. Did you do what you said you would? This simple act of accountability is what turns the retro from a complaint forum into a powerful catalyst for change.
While Jira streamlines the process, a solid understanding of fundamental project management principles is crucial for successfully managing team projects effectively.
Using Jira Reports To Tell The Real Story
You know those Jira reports exist, but trying to get real insights from them can feel like reading tea leaves. The velocity chart is all over the place, the burndown chart looks like a mountain range, and leadership just wants a simple answer: "Are we on track?"
The truth is, data without a story is just noise. But when you know which ones to look at, Jira's reports can tell you a powerful story about your team's health and predictability. You don't need to master every single report; you just need to focus on the handful that actually matter.
You’ve missed the point: The velocity chart is for honest forecasting
Think of the Velocity Chart as your crystal ball for future sprints. It shows the amount of work—usually in story points—your team has completed in past sprints.
The key here is to look at the average velocity over the last 3-5 sprints. A single sprint can be an outlier, but an average gives you a much more reliable baseline for what your team can realistically commit to.
I once worked with a team that kept committing to 40 points per sprint because that was their "best-ever" velocity from six months earlier. Of course, they missed that target sprint after sprint. We shifted their planning to use their five-sprint average—which was closer to 28 points—and suddenly, they started hitting their goals. Predictability builds confidence.
It’s fixable... so fix it: The burndown chart spots trouble mid-sprint
If the Velocity Chart is for planning, the Burndown Chart is your in-flight navigation system. It tracks the work remaining against the time left in the sprint. In a perfect world, you'd see a smooth, downward slope. In the real world, it's brilliant at flagging problems early.
A chart like this helps you spot issues almost immediately.
If the line plateaus for several days, it's a sign a major story is blocked. If the line suddenly jumps up, that's a classic sign of scope creep—someone added work after the sprint started. The Burndown Chart gives you the data you need to ask the right questions while there's still time to course-correct. For a deeper look at the mechanics, our guide on running a successful sprint can provide more context.
You’ve missed the point: The cumulative flow diagram finds bottlenecks
The Cumulative Flow Diagram (CFD) might look intimidating, but it's one of the most powerful diagnostic tools in Jira. It shows the number of issues in each status of your workflow over time, where each colored band represents a column on your board.
The real magic of the CFD is identifying bottlenecks. If a particular band (like "In Review" or "Ready for QA") starts getting wider and wider, it's a giant red flag that work is piling up.
This insight is gold. A widening "In Review" band might mean your engineers need to dedicate more time to code reviews. A bloated "Ready for QA" column could signal your QA team is under-resourced. The CFD helps you see these workflow constraints so you can fix the system, not just blame the people.
Mastering these reports is a key skill, especially since Jira holds a dominant 39.15% of the project management software market, according to 99firms.com. Here's a quick summary:
Jira Report | What It Measures | The Question It Answers |
Velocity Chart | Story points completed in past sprints. | "How much work can our team realistically complete in the next sprint?" |
Burndown Chart | Work remaining vs. time remaining in a sprint. | "Are we on track to meet our sprint goal, or is something slowing us down?" |
Cumulative Flow Diagram | The number of issues in each workflow status over time. | "Where are the bottlenecks in our process that are hindering our flow of work?" |
While these reports provide a fantastic starting point, consider how automated report generation for data-driven decisions can take your analysis a step further. Ultimately, these reports let you move from gut feelings to data-informed conversations.
Beyond The Basics: Integrations and Automation

If your team is constantly alt-tabbing between Jira, Slack, GitHub, and Figma, you’re not just losing time—you're shredding context. Every switch is a small mental reset, a tiny disruption that pulls someone out of their flow state. It's death-by-a-thousand-cuts for productivity.
A well-integrated Jira setup can become the central nervous system for your entire development process. This is where you level up from simply managing tickets to orchestrating work across your entire toolchain.
It’s fixable... so fix it: Connecting your tools
Let’s start with the most obvious culprit for context switching: your team's chat tool. How many times has a critical bug report gotten lost in a sea of channel chatter?
Integrating Jira with Slack is non-negotiable. You can set it up so that with a simple slash command, a Slack message is instantly converted into a Jira ticket. No more copying and pasting. The conversation that sparked the work is directly linked, preserving the original context.
Next up is the sacred link between work being tracked and work being done. If your engineers have to manually update Jira tickets after every commit or pull request, you’re creating unnecessary friction. Integrating Jira with your version control system, like GitHub or Bitbucket, creates seamless traceability. Just include the Jira issue key (e.g.,
PROJ-123
) in your branch names and commit messages, and the integration automatically links these activities back to the Jira ticket.The goal of integration isn't just to connect tools; it's to eliminate the manual, error-prone translation layer that exists between them. You want your systems to talk to each other so your people can focus on solving problems.
The final piece is design. By embedding live Figma or Miro boards directly into your Jira tickets, you ensure that developers are always working from the most current designs. No more hunting for links or working off old screenshots.
Jira's market dominance—controlling approximately 42% of the project management software market—makes these integrations incredibly robust. You can dig into what this means for agile teams in this comprehensive statistical overview.
You’ve missed the point: Automating the tedious stuff
Once your tools are connected, you can start automating the repetitive tasks that clog up your team's day. Jira’s built-in automation engine is surprisingly powerful.
Here are a few rules you can set up in minutes:
- When a pull request is merged in GitHub, automatically transition the corresponding Jira ticket from "In Review" to "Ready for QA."
- When a new bug is created with a "Critical" priority, automatically assign it to the on-call engineer and post a notification in the
#dev-alerts
Slack channel.
- If a ticket in "In Progress" hasn't been updated in three days, add a comment tagging the assignee and their manager to check in.
Each rule is a small thing, but they add up. They enforce your process, reduce manual work, and free up your team to focus on what they were hired to do: build great software.
Here are a few essential integrations that can make an immediate impact.
Essential Jira Integrations for Agile Workflows
Tool | Primary Function | How It Improves Your Agile Process |
Slack | Team Communication | Creates Jira issues directly from conversations, reducing context loss and ensuring action items are captured. |
GitHub / Bitbucket | Version Control & Code Repository | Links commits, branches, and pull requests to Jira tickets, creating a transparent, end-to-end view of the development lifecycle. |
Figma / Miro | Design & Collaboration | Embeds live design files into Jira issues, ensuring developers always work from the latest version. |
Jenkins / CircleCI | Continuous Integration/Deployment | Automatically updates Jira tickets based on build and deployment statuses, providing instant visibility into releases. |
By thoughtfully connecting your most-used tools, you transform Jira from a passive tracking system into an active hub that orchestrates work and keeps everyone aligned.
Common Jira Questions For Agile Teams
Even with a perfectly tuned board and a pristine backlog, some questions always surface. These are the real-world, "in the trenches" problems that can trip up even seasoned teams trying to get the most out of Jira for their agile process.
So much frustration: How should we handle bugs discovered mid-sprint?
Ah, the classic agile dilemma. A nasty bug pops up, but the sprint is already underway. Do you hit the brakes, or does the bug have to wait its turn?
There's no single, one-size-fits-all answer, but this framework helps:
- Is it a genuine blocker? If the bug stops users from doing something critical or halts further development, deal with it now. The team should swarm on it immediately, even if it means another story has to be punted from the sprint.
- Can it wait? If it's a minor UI quirk or an issue that only affects a tiny edge case, just create a bug ticket. Drop it into the backlog and let the Product Owner prioritize it for the next sprint.
The trick is to empower your Product Owner to make the final decision based on real-world severity. One practical tip is to add a dedicated "fast lane" swimlane on your Jira board for urgent bugs. It’s a great visual cue that helps manage exceptions without derailing the entire sprint.
You’ve missed the point: Scrum or Kanban?
We touched on this earlier, but it’s a trap many teams fall into. The question isn't which methodology is "better" in the abstract; it's which one fits the reality of how your team works.
Here’s a quick litmus test:
- If your team can realistically plan their work in two-week increments with few surprises, Scrum is fantastic.
- If your team is constantly fielding unpredictable, high-priority requests (think platform teams or support escalations), Kanban is your friend.
And remember, you don't have to be a purist. Many teams find success with a hybrid "Scrumban" model, using sprints for planned feature development but running a Kanban-style flow for incoming bugs.
So much frustration: How do we manage cross-team dependencies?
Dependencies are the silent killers of team velocity. Your team is locked and loaded, but you're stuck waiting on the API team to deliver their piece of the puzzle. It’s a story as old as software itself.
While Jira can't magically solve communication problems, it can make dependencies painfully obvious.
- Lean on Issue Linking: Jira's "blocks" and "is blocked by" link types should be your go-to. Make it a team rule to link any dependent tickets. This makes the relationship explicit and visible.
- Visualize with a Dependency Board: Some of the most effective teams I've worked with create a high-level Kanban board just for tracking cross-team epics. This gives everyone a clear, at-a-glance view of where major initiatives are getting stuck.
Ultimately, the tool can only reflect your process. The real solution is getting the product owners or tech leads from the dependent teams to talk to each other early and often. They need to align their backlogs well before work ever gets pulled into a sprint. For a more detailed look at organizing this work, our guide on building a better product backlog offers some useful strategies.
Ready to stop juggling tools and bring true focus to your agile process? Momentum unifies your standups, sprint planning, and backlog grooming into a single, streamlined workflow that syncs seamlessly with Jira. See how much faster your team can move by starting your free beta at https://gainmomentum.ai.
Written by

Avi Siegel
Co-Founder of Momentum. Formerly Product @ Klaviyo, Zaius (acquired by Optimizely), and Upscribe.