Name: Get Buy-In for Smart Guess: Convince Your Boss & Team
Uploaded: 2025-02-04T08:19:57.757Z
Description: Want to switch to Smart Guess but need stakeholder approval? This guide helps you convince your boss and team by highlighting key benefits, time savings, and cost efficiency.

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Want to switch to Smart Guess but need stakeholder approval? This guide helps you convince your boss and team by highlighting key benefits, time savings, and cost efficiency.

## We are already using [Some Other tool] and I am worried it will take lot of Pushback to Switch?
Since you are currently using [Some Other Tool], you can start with the Free version, which includes 31 estimates per week at no cost. This allows one to two teams to try it out risk-free and experience the benefits firsthand.

As more teams adopt Smart Guess, you can seamlessly upgrade to the Pro version, unlocking unlimited estimates and even greater efficiency.




## Let's convince your stakeholders
Gaining buy-in from key stakeholders is crucial to making the switch to Smart Guess. Whether you’re convincing your boss, your team, or other decision-makers in your organization, this section provides ready-to-use templates and talking points to help you make a strong case for a more efficient, streamlined estimation process.

### Let's convince your team

```
From: you@company.com
To: your-team@company.com

Subject: Less time meetings, More time coding with Smart Guess

Hey Team,

I think we can all agree that our refinement meetings and Planning Poker sessions could be more efficient. I've found a tool called Smart Guess - Planning Poker for Jira that could really help us out:
- [https://smartguess.is/solutions/planning-poker](https://smartguess.is/solutions/planning-poker)

Here's why I think it's a game-changer:

1. Time Savings: It allows us to do story estimation directly within the Jira Backlog, as Smart Guess offers one-click estimation from our backlog without setup! [See Smart Guess in action here.](https://smartguess.is/#smartguess-in-action)

2. Smart Guess delivers a full-featured Planning Poker experience, with built-in Async support, T-shirt estimates, and Silent Estimation (available in Pro) for faster long-term planning.

3. Ease of use: Smart Guess is intuitive and user-friendly, as seen by only a handful of support requests yearly. Also they use all the feedback they get to improve usability even further. 

Since we’re currently using [Some Other Tool], we can start with the [Free version](https://marketplace.atlassian.com/apps/1234104/), which includes 31 weekly estimates at no cost. As more teams adopt Smart Guess, we can seamlessly upgrade to the [Pro version](https://marketplace.atlassian.com/apps/1225496/) for unlimited estimates.

Let's give it a shot. Less time in meetings means more time coding. What do you say?

Best,
[Your Name]
```




### Let's convince your boss

```
From: you@company.com
To: boss@company.com

Subject: Less time meetings, More time coding with Smart Guess

Hey [Boss's Name], 

I think we should get Smart Guess Pro for our team:
- [https://smartguess.is/solutions/planning-poker](https://smartguess.is/solutions/planning-poker)

It's basically a planning poker tool, but way more efficient than what we're using now. Right now, our estimation process is kinda clunky and takes up more time than it should.

Here's why I think it's worth checking out:
1. Super Fast Estimates – With Smart Guess, we estimate stories directly from the Jira backlog with a single click—no need to switch pages or send invite links. This removes the usual hassle for the Scrum master saving significant time in every refinement meeting.

2. A 200-person dev team who saves one minute during refinment using Smart Guess will save up to over $14,000 annually. Teams are saving much more than one minute so it pays for itself. [Read the full story here.](https://smartguess.is/blog/learn-how-dev-team-of-200-can-save-more-than-USD-14k-every-year-with-smart-guess/)

3. More Coding, Less Meetings: Because it speeds up estimation, we'll spend less time in meetings and more time writing code and shipping stuff. And that's what we all really want, right?

4. Works for Every team: Whether teams are doing planning poker, async planning poker, T-shirt estimates, or Bucket Estimations, each team can use the method that works best for them.

Free to Try: There's a [Free version](https://marketplace.atlassian.com/apps/1234104/), which is excellent, and a [Pro version](https://marketplace.atlassian.com/apps/1225496/) if we decide we need more features like bucket estimations or unlimited estimates. We can start with the free version and see how we like it without spending anything, and then test the pro version with a free trial.

I'm pretty confident Smart Guess will be a huge win for the team. Just imagine what the team will say about more time coding and less time in meeting! 

Any questions you have? If you want I can book a meeting with Smart Guess within minutes.

Thanks!

[Your Name]
```



### Let's convince your Security / IT team

```
From: you@company.com
To: it@company.com

Subject: Smart Guess Planning Poker for Jira - Saves time, runs on Atlassian Infrastructure with Fortified Security

Hey IT / Security Team,

Hope you’re doing well!

Our team has been checking out this tool called Smart Guess to make our story estimation process less of a pain:
- [https://smartguess.is/solutions/planning-poker](https://smartguess.is/solutions/planning-poker)

We understand that security is a top priority—rightfully so. Here’s a breakdown of why Smart Guess is a solid choice and how it meets strict security standards:

1. It’s Fortified: Smart Guess Pro is part of the [Atlassian Fortified program](https://www.atlassian.com/blog/add-ons/introducing-cloud-fortified), meaning it meets rigorous security, reliability, and support standards. It’s been thoroughly tested to ensure enterprise-grade protection and performance.

2. Cloud Security Particpant: Smart Guess Pro and Smart Guess Free are part of the [Atlassian Marketplace Cloud Security Participant Program](https://www.atlassian.com/blog/add-ons/marketplace-cloud-security-participant-badge), meaning it undergoes ongoing security testing through Atlassian’s Bug Bounty Program to proactively identify and resolve potential vulnerabilities.

3. Atlassian Data Storage: All our data will be stored on the [Atlassian platform](https://marketplace.atlassian.com/apps/1225496?hosting=cloud&tab=privacy-and-security), which means it gets all their awesome security and recovery features.

4. Built on Secure foundations: [Atlassian Forge](https://www.atlassian.com/blog/announcements/introducing-forge), Atlassian’s latest platform designed to meet strict security standards—now and in the future.

5. Fast Support: If something goes sideways, they’ve got fast and helpful support that more often than not answers really really fast. Last support request was answered within 8 minutes!

Basically, Smart Guess not only ticks the security boxes but also helps us get things done faster and more efficiently - allowing us to deliver better results and save time and money.

If you have any questions, I can book a meeting with Smart Guess within minutes.

Best,

[Your Name]
```

## Why Smart Guess and not [Some Other Company]?
Smart Guess is the **only solution that leads with One-Click Planning Poker** directly within the Jira backlog. While some other tools have started offering similar functionality, they lack key refinements and insights we’ve developed over the years—small but crucial details that make the estimation process truly seamless.

Unlike alternatives that require switching between apps or setting up separate estimation sessions, Smart Guess streamlines the process, making estimation faster, easier, and more efficient. Its deep Jira integration saves teams valuable time and effort, ensuring a smoother workflow.

## Who else is uses Smart Guess?
Smart Guess is trusted by leading brands such as:



SmartGuess-Is-Trusted-By-Leading-Brands.png

## See Smart Guess in Action
Here’s how you can run your refinement meeting with Smart Guess—**no setup, just one click, and a clear focus on what matters: building the right features.**

Jira-Backlog-3-2.png

## Need more help?
If you have any questions [reach out to us here.](https://smartguess.atlassian.net/servicedesk)

If you need a demo or want to discuss how Smart Guess fits with your Agile workflow, schedule a meeting with our [Agile Expert here.](https://calendly.com/bjornbrynjar)

How to Convince Your Boss & Team to Use Smart Guess

Flow Metrics shows leadership what you actually do: identify bottlenecks, improve predictability, and protect delivery. Turn invisible work into measurable results.
> "Finally, data that proves what I've been saying all along."

*Free trial available — no credit card needed 💡*  

Stop Defending Your Value. Start Proving It.

Turn Jira data into insights you can act on. Spot bottlenecks, track cycle time, and forecast delivery with confidence — all inside Jira.  

> “Smart Guess gave us instant visibility into our process. It’s the first time we’ve felt in control of delivery.”  

*Now available with a free trial — no budget approval needed 🚀*

See Your Team’s Flow Clearly.

Make cycle time, throughput, and WIP visible without spreadsheets or consultants. Smart Guess Flow Analytics shows where work really gets stuck — so you can act early.  

> “We cut weeks off our cycle time after seeing where work was really getting stuck.”  

*Free 30-day trial — see your flow in action 🔍*  

Uncover Bottlenecks Before They Hurt Delivery

Try One-Click Planning Poker you run from the Jira Backlog and you will never look back.

"After trying many tools in Jira, we landed on Smart Guess. It's the best app ❤️ we've ever used!"

Now available for free — no budget approval needed! 🚀


Transform your Planning Poker

Run one-click Planning Poker directly from the Jira Backlog and never look back. Estimate faster, collaborate better, and keep everyone aligned.  

> “After trying many tools in Jira, we landed on Smart Guess. It's the best app ❤️ we've ever used!”  

*Now available for free — no budget approval needed 🚀*  

Transform Your Planning Poker

Every missed deadline has a cause. Every blown estimate has a reason. 

But without connecting the dots across sprints, you're experiencing the same problems over and over.

We'd been underestimating integrations for 18 months. It was obvious once we could finally see it.

How Many Sprints Before You Spot the Pattern?

When stakeholders push for aggressive timelines, you feel the risk. 

But _"I think this is too ambitious"_ doesn't win arguments. Data does.

_"For the first time, I could show leadership exactly why their deadline was unrealistic—with numbers, not opinions."_

Turn intuition into evidence —free trial available 📊

You Know It's a Bad Estimate. But Can You Prove It?

Two 5-point stories. One takes 2 days, the other takes 2 weeks. Your team estimated them the same—but something made them wildly different. 

Without visibility into what, you'll keep guessing.

_"We discovered our 'quick fixes' were actually taking longer than new features."_

Stop guessing, start knowing—free 30-day trial 💡

Same Story Points. Different Outcomes. Why?

Dozens of estimation sessions per team. Hundreds of data points. All of it disappears the moment the meeting ends. What if that data could actually improve your predictions?

_"Years of Planning Poker sessions—finally doing something useful."_

Turn estimation history into foresight—free trial 🎯

You Run Planning Poker Every Sprint. What Happens to That Data?

Stakeholders add urgent work mid-sprint. You know it hurts delivery—but without concrete data, you can't quantify the damage or push back effectively.

_"Now I can show exactly how much longer planned work takes when we interrupt it with urgent requests. The conversations have changed completely."_

Quantify the true cost of interruptions—free trial  🎯

How Much Did That 'Quick Request' Actually Cost?

Story points tell you relative size. They don't tell you when something will ship. The gap between estimation and prediction is where promises break.

_"We went from 'probably next month' to '85% confidence by March 15th.' Leadership finally trusts our timelines."_

From estimates to predictions—start free 📅

Your Team Estimates. But Can You Actually Predict?

Issues sit in "In Review" for days. Blockers hide in "Waiting for Info" for weeks. 

Without visibility into time spent per status, you're managing blind. 

_"We discovered issues were spending 60% of their lifecycle waiting—not being worked on."_

See the truth about your workflow—free trial 🔍

Where Does Your Team's Time Actually Go?

Every retrospective, the same question: _"Why didn't we finish?"_ Without time-in-status data, you're debating opinions instead of analyzing facts.

_"Turns out our bottleneck wasn't development—it was code review. We never would have known without the data."_

Find your real bottlenecks—start free 📊

Stop Guessing Why Sprints Slip

Every process has blind spots. Time In Status reveals the delays your workflow has normalized—the ones nobody questions anymore.

_"At sprint end, our 'quick QA pass' was averaging 3+ days. Nobody realized until we measured it."_

Uncover what you've been missing—free trial 💡

It's Been In QA For How Long?

Every status change in Jira is a data point. But without analysis, it's just noise. 

_"We identified that issues with external dependencies spent 3x longer in 'Blocked' than internal work.\"_

Make your data work for you—free 30-day trial 🎯

Turn Status History Into Process Insights

using contentList for cta messages


https://marketplace.atlassian.com/apps/1225496/

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See what's unpredictable. Understand why. Fix it. AI-guided insights help you spot bottlenecks, reduce variation, and make estimates that actually hold up.

Estimate smarter together. Real-time collaboration meets historical data. AI-powered insights help your team calibrate estimates based on what actually happened, not just gut feeling.

Get Buy-In for Smart Guess: Convince Your Boss & Team

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