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Ever heard ‘No, it’s less effort than that!’? Learn why challenging Agile estimates can lead to bad planning and how to handle estimate pushback effectively.

**About Smart Guess** 

*We help teams educate stakeholders by providing actionable answers to common misconceptions about estimates. So more teams can use estimates to their advantage, and fewer are held accountable for delivering on impossible deadlines.* 

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Why Challenging Dev Estimates Leads to Bad Agile Planning

Even small improvements in flow save hundreds of hours. Keep your team productive, predictable, and happier with Flow Analytics built right into Jira.  

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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.”  

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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

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Free app

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Forever Free. No setup. One Click—Planning Poker you run directly from the Jira backlog. Including
- **Fully featured Planning-** & [Async -Poker](/solutions/async-planning-poker/)
- **Fully configurable** [Card decks](/blog/configurable-card-decks/)
- **Role-based controls**, [Team lead, Observer, etc.](/blog/smartguess-role-based-controls-observing-leading-sharing/)

Perfect for two teams - up to 31 story estimates/week.

Everything in Free included, plus:
- **Unlimited Estimates:** No limits, no boundaries.
- **Silent Estimation:** Estimate large backlogs fast.
- **Atlassian Fortified:** Enhanced security and reliability.
- **Free Demo and Trial:** Experience the Pro Plan before committing.


Smart Guess can be used from within the Jira Backlog

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Silent Estimation by Smart Guess allows teams to estimate large number of stories faster

No, It’s Less Effort Than That! Why Challenging Estimates Can Backfire

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