Project Management migration
Field-level mapping, validation, and rollback between Redmine and Jira. We move data and schema; workflows are rebuilt natively in Jira.
Redmine
Source
Jira
Destination
Compatibility
8 of 10
objects map 1:1 between Redmine and Jira.
Complexity
BStandard
Timeline
3-5 weeks
Overview
Moving from Redmine to Jira is a structural migration that requires resolving several platform-specific gaps before any data moves. Redmine has no native CSV import loop—its export captures a current-state snapshot with no history, while Jira expects Issue Types, Workflows, and Screen schemes as prerequisites before import. We handle this by reading Redmine via its REST API or direct database access, pre-creating the Jira project schema (Issue Type schemes, Status mappings, custom field definitions), then importing in dependency order. Attachments require separate filesystem handling because Redmine stores them on disk under /files, not in the database. Jira's per-issue-type Workflow model also means each Tracker in Redmine must be mapped to a Jira Issue Type with its own workflow configuration. We do not migrate Workflows, automations, or plugins as code; we deliver a written inventory of these for the customer's admin to rebuild post-migration.
Every standard and custom field arrives verified.
AI proposes the map; you confirm before any record moves.
Parent–child, lookups, and ownership stay linked.
Calls, emails, meetings — with original timestamps.
Documents, uploads, and inline notes move with the record.
Why teams make this switch
Leaving
What's pushing teams away
Choosing
What's pulling them in
Object mapping
Each row shows how a Redmine object lands in Jira, including any object-level transformations, lookup resolution, or schema-design dependencies.
Typical mapping — final map is confirmed during the sample migration step.
Redmine
Project
Jira
Project
1:1Redmine Projects map directly to Jira Projects. We pull the full project hierarchy including subprojects via Redmine's REST API (or direct DB query) and recreate the parent-child structure in Jira as Jira Projects with parent Project keys. Project description, enabled modules, and lead user migrate. Note that Jira requires project administrators to configure the project before data import can begin.
Redmine
Issue
Jira
Issue
1:1Redmine Issues map to Jira Issue Type scheme entries. We map Tracker values (Bug, Feature, Support, etc.) to Jira Issue Types (Bug, Story, Task, Epic) that we pre-create in the target project. Standard fields—subject, description, status, priority, assignee, reporter, due date, start date—migrate directly. Custom field values migrate as a secondary step after Jira custom fields are created and mapped. Note that CSV exports exclude issue history from the journals table; we extract journals separately via direct DB query or REST API and append them as Jira comments with a [Migrated from Redmine] prefix and original timestamp.
Redmine
Version
Jira
Fix Version
1:1Redmine Versions (milestones) map to Jira Fix Version values. Each Version carries a name, description, due date, and status (open, locked, closed) that transfer directly as Jira Fix Versions within the target project. We pre-create all Versions before importing Issues so that Fix Version can be set during Issue migration.
Redmine
Time Entry
Jira
Worklog
1:1Redmine Time Entries map to Jira worklog entries. Each Time Entry carries hours, activity (enumeration), comments, user, and date. We preserve hours and comments as Jira worklog (via Tempo if the customer licenses it, or via the native worklog API on applicable Jira tiers). Note that Jira's free tier does not include native worklog; we flag this gap during scoping and the customer decides whether to license Tempo or accept worklog as out-of-scope.
Redmine
Custom Field
Jira
Custom Field
1:1Redmine Custom Fields are defined separately via /custom_fields.json and apply to specific object types. We retrieve all Custom Field definitions first (name, format, possible_values, multiple flag), then create equivalent Jira Custom Fields in the target project. Text, number, date, list, boolean, and user Custom Fields map to Jira's text field, number field, date picker, single/multi-select, checkbox, and user picker respectively. Custom fields must be created and assigned to the relevant Issue Type scheme before Issue import begins.
Redmine
User
Jira
User
1:1Redmine Users (login, first name, last name, email, admin flag) map to Jira Users. We match by email address during migration. Note that Redmine does not store password hashes compatible with Jira's authentication model (Atlassian account, SAML, or LDAP), so migrated users must receive Jira invitations or be provisioned via the customer's identity provider post-migration.
Redmine
Group
Jira
Group
1:1Redmine Groups organize Users for role-based access. We recreate Groups in Jira and populate membership. Note that Jira Groups must be explicitly added to project permissions via Permission Schemes; we document the Group-to-permission mapping as part of the migration scope and the customer's admin applies it post-migration.
Redmine
Tracker
Jira
Issue Type
lossyRedmine Trackers (Bug, Feature, Support, and any custom trackers) are enumerations that categorize Issues. We map Tracker names and custom tracker definitions to Jira Issue Types pre-created in the target project. Each Issue Type in Jira has its own workflow and screen, so we document which Tracker maps to which Issue Type and configure the Issue Type scheme accordingly before migration.
Redmine
Issue Status
Jira
Status
lossyRedmine Issue Statuses (New, In Progress, Resolved, Closed, Feedback) map to Jira Status values. We align active Redmine statuses to Jira statuses within the target project's workflow. Deprecated or closed statuses migrate with a flag indicating archived status. The workflow transitions are pre-configured in Jira before Issue import to avoid status assignment errors.
Redmine
Attachment
Jira
Attachment
1:1Redmine attachments are stored on the filesystem (typically under Redmine's /files directory) with metadata in the database. We enumerate the /files directory during discovery, copy each file, and re-upload to Jira using the corresponding Issue key to relink them. This step is separate from database migration because a database-only migration loses all attachments. File size limits in Jira Cloud (32 MB per attachment) may require chunking for large files.
| Redmine | Jira | Compatibility | |
|---|---|---|---|
| Project | Project1:1 | Fully supported | |
| Issue | Issue1:1 | Fully supported | |
| Version | Fix Version1:1 | Fully supported | |
| Time Entry | Worklog1:1 | Fully supported | |
| Custom Field | Custom Field1:1 | Fully supported | |
| User | User1:1 | Fully supported | |
| Group | Group1:1 | Fully supported | |
| Tracker | Issue Typelossy | Fully supported | |
| Issue Status | Statuslossy | Fully supported | |
| Attachment | Attachment1:1 | Fully supported |
Gotchas + challenges
Platform-specific issues from each side, plus the pair-specific challenges that don't show up on either platform's page on its own.
Redmine gotchas
No built-in CSV import function for Issues
Uploaded files stored on filesystem, not in the database
CSV exports exclude issue history and journals
Custom field definitions require a separate API call
REST API disabled by default on most installations
Jira gotchas
Unsupported workflow validators silently skipped during migration
Custom fields converted to flat text labels when migrating to non-Jira platforms
Historical status-change timestamps lost when exporting without a Marketplace plugin
Attachment import failures from oversized files and JQL reference corruption
Points-based API rate limits enforced on Jira Cloud apps from March 2026
Pair-specific challenges
Migration approach
Discovery and access validation
We audit the Redmine installation: version number, enabled plugins, database type (MySQL or PostgreSQL), REST API status, file storage path, active Custom Field definitions, Tracker list, enumeration values, and project hierarchy including subprojects. We confirm access paths (API token or DB credentials) and validate that Jira's target environment is accessible. The discovery output is a written migration scope, a pre-flight checklist, and a Jira project schema design document.
Jira project schema pre-configuration
We pre-create the Jira project structure before any data migration begins. This includes creating the Jira Project, configuring the Issue Type scheme (mapping each Redmine Tracker to a Jira Issue Type), building the Status and workflow definitions, pre-creating Fix Versions, and defining Custom Fields with correct types and contexts. The schema is validated in a Jira test environment or sandbox before production migration to avoid validation errors during import.
User and Group provisioning plan
We extract all Redmine Users and Groups and map them to Jira Users and Groups. Users are matched by email address. Any User without a Jira account is placed in a reconciliation queue for the customer's admin to provision via Atlassian account invite, SAML SSO, or directory sync before the migration runs. Groups are documented with their Redmine role assignments for the admin to apply via Jira Permission Schemes post-migration.
Attachment enumeration and filesystem copy
We enumerate the Redmine /files directory during discovery, catalog each file by its Issue identifier, and copy the full directory structure to a staging location. Each file is then re-uploaded to Jira via the REST API and linked to its corresponding Issue key after the Issues themselves have been created. Large attachment volumes extend the migration timeline proportionally. We flag file size limits (32 MB on Jira Cloud) and missing files during this step.
Issue and history migration in dependency order
We run the migration in record-dependency order: Versions first (so Fix Versions exist when Issues reference them), then Issues with custom field values mapped from the pre-built custom field dictionary, then Time Entries as worklog entries, then attachment re-upload and linking. Issue history (journals, status changes, comments) is extracted from the Redmine database and appended as Jira comments with original author and timestamp. Each phase emits a row-count reconciliation report before the next begins.
Cutover, validation, and automation rebuild handoff
We freeze Redmine writes during cutover, run a final delta migration of any Issues or Time Entries modified during the migration window, then enable Jira as the system of record. We deliver a written inventory of Redmine Workflows, automations, and plugin-based features that do not migrate, with Jira equivalents for the customer's admin to rebuild. We support a one-week hypercare window for reconciliation issues. Workflow rebuild and Jira admin training are outside the standard migration scope.
Platform deep dives
Redmine
Source
Strengths
Weaknesses
Jira
Destination
Strengths
Weaknesses
Complexity grading
Standard Project Management migration. 3 of 8 objects need a mapping; the rest are 1:1.
Overall complexity
Standard migration
Derived from compatibility, mapping clarity, API constraints, and data volume across Redmine and Jira.
Object compatibility
3 of 8 objects need a mapping; the rest are 1:1.
Field mapping clarity
Field mapping is derived from defaults — final spec confirmed during the sample migration.
Timeline complexity
8-object category — typical timelines run 2–7 days end-to-end.
API constraints
Redmine: Not publicly documented; varies by host server configuration.
Data volume sensitivity
Redmine doesn't expose a bulk API — REST + parallelization used for high-volume runs.
Estimator
Rule-based pricing — no per-record fees, no manual quotes. Migrations over 2M records are scoped individually.
Step 1
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Category
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