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

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

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.

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, which includes 31 weekly estimates at no cost. As more teams adopt Smart Guess, we can seamlessly upgrade to the Pro version 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

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.

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, which is excellent, and a Pro version 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

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, 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, 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, which means it gets all their awesome security and recovery features.

4. Built on Secure foundations: Atlassian 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:

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.

Need more help?

If you have any questions reach out to us here.

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.