
Smart Checklist
Create and automate detail-rich checklists — for Jira and monday
About
Smart Checklist is an add-on for Jira and monday project management platforms. It allows users to break down complex tasks into simple checklists.
Railsware developed this tool for internal use during a company-wide transition from Trello to Jira, when our team noticed that the newly adopted tool lacked Trello’s built-in checklist functionality. Jira offered subtasks instead, but we wanted a less time-consuming option—still linked to a Jira issue and requiring minimal management overhead.
We started by launching the first free version of the Smart Checklist add-on on the Atlassian Marketplace. Within the first six months, we saw a clear trend of customer growth and rising interest from the Jira community. Our team supported this momentum with a strong knowledge base and dedicated support for all free users.
After evaluating the market and identifying the core use cases for the Smart Checklist Jira add-on, Railsware proceeded with launching the first paid Cloud version. This was followed by Server and Data Center versions. Meanwhile, our team also released the Smart Checklist Exporter Trello power-up, designed to streamline the migration of checklists from Trello to Jira and convert Trello card checklists into a format supported by the Smart Checklist add-on.
Today, Smart Checklist for Jira is a bestseller and ranks among the top 3 apps in its category. Following its success on Jira, we expanded Smart Checklist to the monday platform, bringing the same checklist-driven productivity to another widely used project management tool.
Smart Checklist grew from a tiny free tool that solved an internal problem into a multi-platform solution with more than 8,000 active installations (Free and Pro versions) and over 2.5 million users worldwide.
Excellent light weight app, perfect for situations like mine; a quick, easy to edit markdown based format makes constant changes to the checklist easy and intuitive, without much overhead in terms of Jira set up and configuration.
Also had a great experience contacting the devs for support (Internationally as well!)
I have tried all the JIRA checklists and this is the most robust and functional. My favorite feature is the markdown style edit page. You can mass update and edit the whole list rather than having to individually edit the list items. Super useful.
Had one issue, related to JIRA and their support team was very responsive and accommodating to schedule. Great app (best checklist on JIRA) and great people!
Smart Checklist is exactly what we were looking for to work with lightweight tasks within Jira Tickets. Additionally the usage is very customizable, so the checklist items can have their own workflows, be assigned to people, and get due dates.
Excellent add-on, has been useful for many use-cases across our teams. The addition of templates, validation and now being able to add to the checklist as an issue progresses means it keeps getting more and more helpful. Always super responsive to requests for help too.
Involvement
Smart Checklist for Jira is a good example of a tool that was initially created by the Railsware team for internal use and then shared with the wider Atlassian community later on. The product idea was a natural fit for the needs our team had was developed by Railswarians, from ideation on the BRIDGeS session, scoping and design all the way to technical implementation and support.