Should I go open-source or give free trial and then charge the users?
Built a product that runs on your machine, understands your work and takes care of your Jira task updates for you. No data leaves your machine
You should also tell us more about your market research. Who is your target customer? (Are you expecting the Jira user to pay? Or the company they work for?)
Or do you want users, but not money?
IME Jira tends to be used by people at larger organizations, who likely have strict "what you can install" rules. Which would make this an Enterprise sale.
But anyway, tell us more about who you built this for, and how you intend to reach them.
This is where it is right now, but the idea is that it does all the developer overhead automatically. No more manual Jira updates, Doc updates, Slack response, etc. No more losing context mid-flow.
Thats the context, what are your thoughts?
What matters is that you identify who your customer is (ie who is writing the check) and how you plan to reach them.
Selling to mid-level-managers at orgs running Jira sounds tough. But hopefully you have a few you know, and have lined up gor sales already.
Good luck.
You have a product targeting orgs big enough to use Jira. That's a tough market to be in. Hope you've done your market research and have a sales strategy figured out.
If you don't, then consider this a good learning exercise. Do the hard parts first (marketing, sales etc.) The code is the easy part, do that last.
If you want to monetize it go SaaS for enterprise but this is probably the worst time for that.