Project Management migration

Migrate from Redmine to Trello

Field-level mapping, validation, and rollback between Redmine and Trello. We move data and schema; workflows are rebuilt natively in Trello.

Redmine logo

Redmine

Source

Trello

Destination

Trello logo

Compatibility

57%

8 of 14

objects map 1:1 between Redmine and Trello.

Complexity

BStandard

Timeline

2-4 weeks

Rollback included Accuracy guarantee Field-level validation

Overview

What this migration involves

Moving from Redmine to Trello is a structural migration from a hierarchical, role-based issue tracker to a card-based Kanban board system. Redmine organizes work as Projects containing Issues with Versions, Trackers, and Custom Fields; Trello organizes work as Boards containing Lists of Cards with optional Custom Fields and Labels. The most significant mapping challenge is that Redmine's Gantt charts, time tracking, issue history, and workflow status paths have no native Trello equivalents—we flag each gap during scoping and document the nearest Trello workaround (Power-Ups, due dates, checklists) so the customer's team can decide what to rebuild. We extract uploaded files from Redmine's /files directory, re-upload them to Trello Cards, and map Redmine Trackers to Trello Labels as a categorical overlay on the card collection. Redmine Wikis, Forums, News, and Documents do not migrate as structured content; we deliver a written inventory of these objects for the customer's admin to rebuild manually or via a content migration specialist.

Field-level fidelity

Every standard and custom field arrives verified.

Schema-aware mapping

AI proposes the map; you confirm before any record moves.

Relationships preserved

Parent–child, lookups, and ownership stay linked.

Full activity history

Calls, emails, meetings — with original timestamps.

Attachments & notes

Documents, uploads, and inline notes move with the record.

Why teams make this switch

Two sides of the same decision

Leaving

Redmine logo

Redmine

What's pushing teams away

  • Installation and initial configuration are consistently described as difficult, with a steep learning curve for server administrators new to Ruby on Rails.
  • The user interface is widely criticized as dated and unintuitive, with cluttered project screens and confusing role-based permission setup.
  • Email notifications lag and feel outdated compared to modern real-time collaboration tools, frustrating teams expecting Slack-style updates.
  • Performance degrades with large numbers of projects and issues, and no native mobile app forces reliance on a mobile-unfriendly web interface.
  • Hidden costs accumulate through required hosting fees, paid plugins for enterprise features, and ongoing IT maintenance overhead.

Choosing

Trello logo

Trello

What's pulling them in

  • Free plan supports unlimited users and 10 boards, giving small teams full access to core Kanban functionality before any paid commitment is required.
  • The drag-and-drop board/card/Label interface requires no training, which reduces adoption friction and onboarding time across distributed teams.
  • Atlassian ecosystem integration with Jira, Confluence, and Bitbucket provides native cross-tool workflows for teams already using Atlassian tools.
  • Butler automation on paid tiers enables rule-based triggers without third-party integrations, covering basic workflow automation needs.
  • Simple visual task management with due dates, checklists, and member assignments keeps individual contributors and small teams organized without complexity.

Object mapping

How Redmine objects map to Trello

Each row shows how a Redmine object lands in Trello, including any object-level transformations, lookup resolution, or schema-design dependencies.

Typical mapping — final map is confirmed during the sample migration step.

Redmine

Project

maps to

Trello

Board

1:1
Fully supported

Redmine Projects map to Trello Boards. Each Project's identifier, name, description, homepage, and public/private flag transfer to the Board. Subprojects map to child Boards or to Lists within a parent Board depending on whether the customer wants a flat or hierarchical structure. We confirm the preference during scoping and configure the Board hierarchy accordingly.

Redmine

Issue

maps to

Trello

Card

1:1
Fully supported

Redmine Issues are the primary migration object and map to Trello Cards. Standard fields transfer: subject (Card name), description (Card description in markdown), status (Card position within a List), priority (Card position or Label color), assignee (Trello Member), due date (Card due date). Custom field values transfer to Trello Custom Fields Power-Up if the destination Board has matching field definitions. Note that Redmine's parent-subtask hierarchy has no native Trello equivalent; subtasks are mapped as Checklist items on the parent Card.

Redmine

Tracker

maps to

Trello

Label

lossy
Fully supported

Redmine Trackers (Bug, Feature, Support, etc.) map to Trello Labels. We create Label definitions on each destination Board that correspond to the active Trackers in Redmine. The Label name carries the Tracker name and an optional color assignment. Closed or archived issues can be mapped to a separate 'Archived' Label if the customer wants visibility into closed items within the same Board.

Redmine

Issue Status

maps to

Trello

List

lossy
Fully supported

Redmine Issue Statuses (New, In Progress, Resolved, Closed, etc.) map to Trello Lists on the destination Board. We configure Lists to correspond to the active status values in the Redmine project. The customer chooses whether to map statuses directly to Lists or to use Card position within a smaller set of Lists with Label-based status overlays. Status transition history (journals) does not migrate because Trello has no concept of status change audit trails.

Redmine

Version / Milestone

maps to

Trello

Card due date or List

lossy
Fully supported

Redmine Versions carry a name, description, status, and due date. We map the Version name to a Label (e.g., 'Sprint 3') and the Version due date to the Card due date for issues assigned to that Version. If the customer uses Versions as milestones rather than as date targets, we offer a List-based mapping where all cards in a Version appear on a dedicated List.

Redmine

User

maps to

Trello

Member

1:1
Fully supported

Redmine Users (login, firstname, lastname, email, admin flag) map to Trello Members on the Board. We extract all Users referenced as assignees on Issues and add them as Members to the destination Board. Note that Redmine passwords are not transferable—Trello accounts are provisioned by email invitation, and each Redmine User must accept the invitation to access Trello.

Redmine

Custom Field (Issue-level)

maps to

Trello

Custom Field (Board-level Power-Up)

lossy
Fully supported

Redmine Issue Custom Fields are defined separately via /custom_fields.json and apply to specific Tracker or Project contexts. We retrieve all active custom field definitions before migration, then configure matching Custom Fields in the Trello Custom Fields Power-Up on each destination Board. Trello supports five custom field types: checkbox, date, dropdown, number, and text. Fields using unsupported formats (e.g., long text, URL, user reference) are flagged as requiring manual entry or a workaround.

Redmine

Attachment (file)

maps to

Trello

Card attachment

1:1
Fully supported

Redmine attachments are stored in the filesystem under /files (not in the database). We enumerate the /files directory during discovery, extract each file with its container_type and container_id metadata, and re-upload each file as an attachment to the corresponding Trello Card using the Card ID resolved from the Redmine Issue identifier. Filename, content type, and file size are preserved. This is a high-severity gotcha: database-only migration scripts miss all attachments.

Redmine

Time Entry

maps to

Trello

Card due date or Checklist note

1:many
Fully supported

Redmine Time Entries are first-class objects linked to Issues with hours, activity, and comments. Trello has no native time tracking object. We map the total logged hours per Issue to a text note in the Card description (e.g., 'Total time logged: 4.5h') and optionally create a Checklist item with time details if the customer needs granular visibility. Dedicated time tracking Power-Ups in Trello are noted as a post-migration rebuild option.

Redmine

Wiki Page

maps to

Trello

Board description or linked document

1:1
Fully supported

Redmine Wiki Pages are stored as wiki text with attachments and are project-scoped. Trello has no native wiki. We export wiki content as markdown, save it as a file, and attach it to the Board or to a designated Card as a reference document. If the customer uses Confluence for documentation, we can flag the Confluence URL mapping as a separate engagement. Wiki pages with complex formatting may require manual review.

Redmine

Document

maps to

Trello

Card attachment or Board Power-Up

1:1
Fully supported

Redmine Documents are project-level file attachments with titles and descriptions but no direct Issue linkage. We map them to Trello Card attachments on a designated Card per project, or to a Board Power-Up such as Document Card if the customer enables one. Documents without a clear home in Trello are flagged in the written inventory for the admin to organize.

Redmine

News

maps to

Trello

Board activity log

1:1
Mapping required

Redmine News entries are lightweight project posts with a title, description, and author. Trello has no News object. We map News to Card descriptions on a designated Board Card (e.g., 'Project Announcements') or note them in the written inventory for manual republication in Trello's activity stream or a connected tool.

Redmine

Enumeration (Issue Priority)

maps to

Trello

Card position or Label color

lossy
Fully supported

Redmine Issue Priorities (Low, Normal, High, Urgent, Immediate) map to Trello Card position (higher priority cards placed higher in the List) or to Label colors that the customer assigns. We configure the mapping during scoping so that priority is visible without opening each Card.

Redmine

Group

maps to

Trello

Trello Organization / Workspace

1:1
Fully supported

Redmine Groups organize Users for role assignment. Trello uses Workspaces and Board membership for access control. We recreate Group names as Trello Workspace names if the customer uses multiple Workspaces, and add Members to Boards based on Group membership. Role-based permissions in Redmine do not transfer because Trello's permission model is Workspace and Board-level only.

Gotchas + challenges

What specifically takes care here

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 logo

Redmine gotchas

High

No built-in CSV import function for Issues

High

Uploaded files stored on filesystem, not in the database

Medium

CSV exports exclude issue history and journals

Medium

Custom field definitions require a separate API call

Medium

REST API disabled by default on most installations

Trello logo

Trello gotchas

High

Billing model uses maximum seat quantity at term midpoint

Medium

Custom Field data historically stored in pluginData

Medium

API rate limits are token-gated and can block bulk migration

Medium

Guest-to-paid seat conversion triggers on multi-board membership

Low

Automation command runs are capped per plan and overage triggers upgrade pressure

Pair-specific challenges

  • Redmine issue history and journals do not transfer to Trello

    Redmine's built-in CSV export for Issues captures only the current state of each record. Every status change, comment, assigned-to update, and time-log entry is stored in the journals and time_entries tables, not in the CSV output. Trello has no concept of change history on a Card beyond the activity log, which shows who moved or edited a Card but not the full journal trail. We flag this gap during scoping and offer DB-level extraction of journals as a supplementary deliverable that the customer's admin can review separately. If the audit trail is contractually or regulatorily required, Trello may not be the appropriate destination tool.

  • Redmine's Gantt charts have no native Trello equivalent

    Redmine provides native Gantt chart and calendar views for Projects and Versions. Trello has no native Gantt or timeline visualization. A third-party Gantt Power-Up is required to replicate this view, and even with a Power-Up installed, Trello's Gantt capabilities are less granular than Redmine's (no dependency arrows, no critical path, no baseline). We document Gantt dependencies as Card due dates and linkages in the written inventory so the customer's team can assess whether the Power-Up covers their needs.

  • Subtask hierarchy collapses to Checklist items

    Redmine supports a three-level issue hierarchy: parent Issue, sub-Issue, and grandchild Issue. Trello Cards support Checklist items (a flat list of to-do items within a Card) but not true subtask records. We map Redmine subtasks to Trello Checklist items with the subtask subject as the checklist item text. This is a structural limitation: Trello Checklist items cannot have their own assignees, due dates, or custom fields, and there is no hierarchical view of nested cards.

  • Trello Custom Fields Power-Up required for field mapping

    Redmine custom fields are defined globally and applied per object type. Trello's Custom Fields Power-Up must be installed per Board, supports only five field types (checkbox, date, dropdown, number, text), and has a 25-character field name limit. Custom fields using unsupported Redmine types (user reference, version reference, long text, link, float) cannot migrate directly. We retrieve Redmine custom field definitions during discovery, configure matching Trello custom fields per Board, and flag any fields that cannot be mapped for manual handling.

  • Workflow transition rules do not transfer

    Redmine enforces workflow transitions per Tracker: an Issue in 'In Progress' status may or may not be allowed to transition directly to 'Closed' depending on the workflow configuration. Trello has no enforced workflow rules—any Card can be moved to any List at any time by any Member. We document the Redmine workflow states and transitions in the written inventory as a reference for the customer's team to implement informal process guidance (List order, Butler rules, or a separate workflow Power-Up) if enforced transitions are required.

Migration approach

Six steps for a successful Redmine to Trello data migration

  1. Discovery and Redmine API or database audit

    We audit the source Redmine instance across projects, issues, versions, trackers, custom fields, users, groups, attachments (filesystem enumeration), time entries, and active enumerations. We verify whether the REST API is enabled (Administration > Settings > API) and whether we can use it for the primary export, or whether we fall back to direct MySQL/PostgreSQL access. We enumerate the /files directory for attachment inventory and flag any custom field types that cannot map to Trello's five supported types. The discovery output is a written migration scope with record counts per object type and an explicit list of gaps (history, Gantt, workflows).

  2. Trello Board structure design and mapping rule definition

    We design the destination structure in Trello: one Board per Redmine Project (or nested Boards per subproject), Lists per active Issue Status, Labels per Tracker, and Custom Fields per Redmine custom field definition. We define the subtask-to-checklist collapse rule, the Version-to-label or Version-to-due-date strategy, and the priority-to-position or priority-to-label-color mapping. The customer reviews and approves the Board structure before any data moves.

  3. File extraction and re-upload preparation

    We extract all files from the Redmine /files directory, match each file to its container_type (Issue, Wiki, Document) and container_id using the database metadata, and stage them for re-upload to Trello Cards. We build a lookup table mapping each Redmine attachment to its destination Trello Card ID resolved from the Issue identifier after the card import phase completes.

  4. Data export, transform, and schema configuration

    We export all Redmine objects via REST API or direct database query. We transform field names and values to match Trello's Card and Board schema: Redmine issue status becomes List position, Tracker becomes Label, custom field values become Custom Field values, and Redmine markdown-formatted text becomes Trello-compatible markdown. We configure the Custom Fields Power-Up on each destination Board using the Redmine custom field definitions retrieved during discovery.

  5. Migration dry run in Trello

    We run a migration into a test Trello Workspace using a subset of data (one representative project) to validate the mapping, List ordering, Label assignment, Custom Field population, and attachment placement. The customer reviews the dry-run output and identifies any adjustments before we proceed to the full migration. Corrections to List order, Label color, or field mapping happen in this phase.

  6. Full production migration and cutover

    We run the full migration in dependency order: Boards (Projects) first, then Members (Users) added to Boards, then Cards (Issues) with Labels, Custom Fields, and due dates populated. We re-upload attachments to their destination Cards using the file-to-Card-ID lookup table. We add time entry summaries to Card descriptions and migrate Wiki and Document content as attached files. We deliver a row-count reconciliation report per object type. We freeze Redmine writes during the cutover window and run a final delta import of any records modified during migration. We do not migrate Workflows, automations, or Reports; these are delivered as a written inventory for the customer's admin to rebuild in Trello Butler or via a Power-Up.

  7. Validation and Butler rebuild handoff

    We validate record counts, spot-check 25-50 Cards against the Redmine source for field accuracy, and confirm all attachments are accessible on their destination Cards. We deliver the written inventory of Redmine objects not migrated (workflows, Gantt dependencies, issue history, time entries as structured data) with recommended Trello Butler rules or Power-Up alternatives. We support a five-business-day hypercare window for reconciliation issues. Butler rule configuration, Power-Up installation, and any manual content republication are outside the migration scope and are handled by the customer's team or a separate engagement.

Platform deep dives

Context on both ends of the pair

Redmine logo

Redmine

Source

Strengths

  • Completely free with no licensing or user-count constraints.
  • Self-hosted with full source-code access and no vendor lock-in.
  • Rich built-in feature set: Gantt charts, time tracking, wikis, forums, VCS integration.
  • Large community plugin ecosystem extending functionality.
  • Supports 49 languages, cross-platform, and multiple databases.

Weaknesses

  • No native bulk import UI—data entry relies on CSV exports or direct DB access.
  • REST API is read-only by default and must be explicitly enabled by an administrator.
  • Dated, unintuitive interface with steep initial learning curve.
  • No mobile app; mobile web experience is poor.
  • Performance degrades with large data volumes.
Trello logo

Trello

Destination

Strengths

  • Generous free tier with unlimited users and 10 boards, the lowest barrier to entry among major project management tools.
  • Intuitive drag-and-drop Kanban interface requires no training or onboarding documentation.
  • Deep Atlassian integration with Jira, Confluence, and Bitbucket for teams already in the ecosystem.
  • Built-in Butler automation covers rule-based triggers without requiring third-party integrations.
  • REST API with comprehensive documentation enables programmatic access to all core objects.

Weaknesses

  • Reporting and analytics are absent, with no built-in velocity tracking, burndown charts, or historical performance metrics.
  • The flat board/list/card data model scales poorly for complex projects requiring hierarchical task structures.
  • Customization is limited compared to platforms like Asana, monday.com, or Jira that offer richer field types and workflow configuration.
  • Advanced views (Timeline, Dashboard) require Premium and are not available on Standard, inflating total cost for teams needing visibility features.
  • Guest user billing rules are confusing and prone to accidental seat overages when guests join multiple boards.

Complexity grading

How hard is this migration?

Standard Project Management migration. 2 of 8 objects need a mapping; the rest are 1:1.

B

Overall complexity

Standard migration

Derived from compatibility, mapping clarity, API constraints, and data volume across Redmine and Trello.

  • Object compatibility

    B

    2 of 8 objects need a mapping; the rest are 1:1.

  • Field mapping clarity

    C

    Field mapping is derived from defaults — final spec confirmed during the sample migration.

  • Timeline complexity

    B

    8-object category — typical timelines run 2–7 days end-to-end.

  • API constraints

    B

    Redmine: Not publicly documented; varies by host server configuration.

  • Data volume sensitivity

    B

    Redmine doesn't expose a bulk API — REST + parallelization used for high-volume runs.

Estimator

Estimate your Redmine to Trello migration cost

Rule-based pricing — no per-record fees, no manual quotes. Migrations over 2M records are scoped individually.

Step 1

What are you migrating?

Pick a category, then your source and destination platforms.

Category

FAQ

Frequently asked questions about Redmine to Trello data migrations

Answers to the questions buyers ask most during Redmine to Trello migration scoping. Not seeing yours? Book a call.

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Migrations under 20 Projects and 3,000 Issues with a straightforward tracker-to-label mapping and a moderate attachment set (under 2,000 files) land between two and four weeks. Migrations with complex subproject hierarchies, large file attachment sets (over 5,000 files requiring filesystem extraction), or extensive custom field definitions that require per-board Custom Fields Power-Up configuration move to five to eight weeks. The timeline also depends on the customer's review and approval cycle for the Board structure design before data moves.

Adjacent paths

Related migrations to explore

Ready when you are

Move from Redmine.
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