Currently, there is a file size restriction per attachment. In a future release can this be made configurable to increase the size especially with Premium plans.
Thanks!
Hi @sjacob-h6s
Yes, currently the size limits for attaching files to issues are:
| Plan | Number of attachments per issue | File size (per file) |
|---|---|---|
| Free | Up to 1 file | Up to 5MB |
| Starter | Up to 10 files | Up to 10MB |
| Standard | Up to 30 files | Up to 10MB |
| Premium | Up to 50 files | Up to 10MB |
I’ll forward your feedback for bigger file sizes to our Backlog team. Thank you for sharing with us 
Adding files to Files page
If I may suggest a workaround, it’s possible to add bigger files to the Files page. It’s a shared folder for the project; you can copy the link to the added file, and paste it in the issue. Your project members will be able to access the file from the link.
The size limits per file for Files page are 1GB (added from web browser) and 3GB (added from webDAV) for Starter and Premium plans.