I have spent a fair amount of time troubleshooting this, and have ruled out fixVersion (all stories have it) and Roadmaps' date filters.
I believe what is happening is that my company's (admittedly non-standard) workflow has three levels of done: Client Review, Ready for Deployment, and Done.
Roadmaps appears to only see the stories that are Done, and completely ignores Client Review and Ready for Deployment stories. They literally disappear from the plan for two steps of our workflow before popping up again.
Can this problem be confirmed & addressed? I'm advocating to change our workflow, however if Jira allows 3 different types of Done, then Roadmaps should respect that, and I see this as a Roadmaps bug.
Thanks!