Project Management migration

Migrate from Trello to monday Work Management

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

Trello logo

Trello

Source

monday Work Management

Destination

monday Work Management logo

Compatibility

77%

10 of 13

objects map 1:1 between Trello and monday Work Management.

Complexity

CModerate

Timeline

1-2 weeks

Rollback included Accuracy guarantee Field-level validation

Try the reverse

monday Work Management
Trello

Overview

What this migration involves

Moving from Trello to monday.com is a structural upgrade from a flat Kanban board model to a multi-view Work OS. Trello's Board → List → Card hierarchy maps to monday.com's Board → Group → Item structure, with each Trello list becoming a monday.com group within a board. We preserve card titles, descriptions, due dates, start dates (from Trello Premium Power-Ups), Labels, and Custom Field values across all supported field types. monday.com's native Trello importer supports only Task Name, Labels, and Dates, dropping Descriptions, Checklists, Activities, and Files — we bypass it entirely and use direct API extraction from Trello followed by monday.com API insertion to maintain full fidelity. Butler automation rules, Power-Up configurations, and Calendar/Timeline/Dashboard view settings do not migrate; we document them in a written handoff for the customer's admin to rebuild using monday.com's automation center.

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

Trello logo

Trello

What's pushing teams away

  • Crowded boards with hundreds of cards become difficult to organize and maintain, leading to workflow breakdown as team size or project scope grows.
  • Reporting and analytics are essentially nonexistent — teams cannot see how many tasks completed last week or track velocity over time.
  • The pricing jump from Free to Premium feels disproportionate, especially when advanced views (Timeline, Dashboard) require Premium Power-Ups that cost extra.
  • Limited customization forces teams with complex workflows or non-standard data structures to outgrow the platform's flat schema.
  • As teams scale beyond 10-15 users, the lack of resource allocation tools, portfolio views, and granular permissions makes Trello insufficient.

Choosing

monday Work Management logo

monday Work Management

What's pulling them in

  • Lowest onboarding friction of any mid-market PM tool — drag-and-drop boards and colorful UI mean non-technical team members contribute from day one without training.
  • Highly customizable board structure lets teams model their actual workflow rather than forcing a predefined template onto their process.
  • Generous free forever plan with two seats lets small teams or solo users validate the platform before committing budget or migrating data from elsewhere.
  • Integrations with Slack, Zoom, Google Drive, and CRM tools keep monday.com as a coordination hub rather than requiring teams to switch context constantly.
  • Multiple view modes — Kanban, Calendar, Gantt, Map, Chart — give different team members the visualization they prefer without switching tools.

Object mapping

How Trello objects map to monday Work Management

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

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

Trello

Board

maps to

monday Work Management

Board

1:1
Fully supported

Each Trello Board maps to a monday.com Board. We extract board name, description, visibility (public/private), organization membership, and background color during discovery. monday.com boards require a board type selection (Main, Shareable, or Private) at creation; we default to Shareable and the customer's admin adjusts permissions post-migration. Board-level settings (voting, self-assignment, card covers) are documented and configured in monday.com by the admin.

Trello

List

maps to

monday Work Management

Group

1:1
Fully supported

Trello Lists map to monday.com Groups within a board. We preserve list order and list name, using the list name as the group title. Archived lists in Trello become archived groups in monday.com. List-level power-ups (such as list limits) do not have a monday.com equivalent and are documented for manual reconfiguration.

Trello

Card

maps to

monday Work Management

Item

1:1
Fully supported

Trello Cards map to monday.com Items within a Group. We migrate card title, description (with Markdown rendered to monday.com's rich text format), due dates, start dates (from Power-Up fields on Premium boards), cover colors, and position within the group via item ordering. Card URL is preserved in a monday.com text column for traceability back to the source. Archived cards migrate as archived items.

Trello

Custom Field

maps to

monday Work Management

Column (various types)

lossy
Fully supported

Trello Custom Fields map to monday.com columns by type: text fields to Text columns, numbers to Numbers, dates to Date columns, checkboxes to Checkboxes, dropdowns to Dropdown columns, and Rating Power-Up fields to a numeric or stars column type. We detect whether Custom Field data originates from the core API or legacy pluginData during discovery. Legacy pluginData Custom Fields require a manual audit post-migration to confirm field values were extracted correctly.

Trello

Label

maps to

monday Work Management

Tag or Label Column

lossy
Fully supported

Trello Labels (color-coded tags per board) map to monday.com Tags or a Label column depending on the destination board configuration. We preserve label name and color on the migrated item. Label sets that are heavily relied upon for filtering in Trello should be converted to monday.com Status columns (a dedicated Status column per label category) for better automation and reporting support.

Trello

Checklist

maps to

monday Work Management

Subitems

1:many
Mapping required

Trello card checklists migrate as monday.com Subitems attached to the parent item. Each checklist within a card becomes a subitem group; individual checklist items become subitems with their own completion state. monday.com's subitem model supports assignees, due dates, and notes per subitem, providing richer tracking than Trello's flat checklist. Cards with multiple checklists produce multiple subitem groups in the same parent item.

Trello

Attachment

maps to

monday Work Management

File Column or Integration

1:1
Fully supported

Trello stores file attachments on Amazon S3 with per-plan size limits (10MB Free, 250MB Enterprise). We download all raw attachments at migration time and upload to monday.com's file storage. monday.com Basic includes 5 GB of storage; Standard includes unlimited storage. Board-level attachments (linked rather than card-attached) migrate as a file column on the board. Attachment links are re-hosted on monday.com S3 with the original filename preserved.

Trello

Member (assignee)

maps to

monday Work Management

Assignee Column

1:1
Fully supported

Trello board members assigned to cards map to monday.com Assignee columns. We match assignees by email address against monday.com workspace users. Guests in Trello who are assigned to cards but may not consume a paid seat are migrated as monday.com workspace members with the appropriate role assigned by the admin post-migration. Unmatched assignees are flagged in the reconciliation report.

Trello

Workspace

maps to

monday Work Management

Workspace

1:1
Mapping required

A Trello Workspace maps to a monday.com Workspace. We preserve workspace name and map board groupings within the workspace to monday.com folder or board structure. Multi-workspace Trello configurations map to multiple monday.com workspaces, or a single monday.com workspace with separate boards, depending on the customer's preference during scoping.

Trello

Workspace Membership

maps to

monday Work Management

Workspace Members

1:1
Fully supported

Trello workspace members are invited to the monday.com workspace with the equivalent role. Trello's 6 user roles map to monday.com's 5 permission levels (Owner, Admin, Member, Editor, Viewer). Guest roles in Trello that consume a seat migrate to monday.com Member or Viewer roles as appropriate.

Trello

Card Activity (comments)

maps to

monday Work Management

Updates

1:1
Fully supported

Trello card comments migrate as monday.com Updates on the item. We preserve comment text, author (mapped by email to monday.com user), and timestamp. Comment attachments migrate as file attachments on the item. Activity history (card move events, edit history, due date changes) is not migrated as it is a chronological log rather than a current-state field.

Trello

Butler Automation

maps to

monday Work Management

Automation (documented, not migrated)

1:1
Fully supported

Butler automation rules do not migrate to monday.com automations because they are different automation models with different triggers, conditions, and actions. We deliver a written inventory of every active Butler rule including trigger type, conditions, and actions with a recommended monday.com Automation Center equivalent. The customer's admin rebuilds them post-migration. Butler run history is not preserved.

Trello

Power-Up Data

maps to

monday Work Management

N/A

1:1
Fully supported

Power-Up data (Calendar, Timeline, Dashboard, custom third-party Power-Ups) stores data in its own schema inaccessible via Trello's standard API. Calendar and Timeline are display-layer views of card data that migrates normally. Dashboard aggregation settings do not migrate; we document the dashboard configuration as-is and recommend rebuilding it as a monday.com dashboard. Third-party Power-Up data (time tracking, custom fields, forms) is inventoried for manual assessment.

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.

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

monday Work Management logo

monday Work Management gotchas

High

Subitems have no bulk export endpoint

High

API complexity budget constrains query depth

Medium

Daily call limits vary sharply across plan tiers

Medium

Automation and integration rules do not export via API

Low

Saved views are not exposed via API

Pair-specific challenges

  • Native monday.com Trello import drops Description, Checklists, Activities, and Files

    monday.com's built-in Trello importer supports only Task Name, Labels, and Dates per its own documentation. Descriptions, Checklists, Activities, and Files are explicitly excluded from the native import and require manual reconstruction or a third-party migration tool. We bypass the native importer entirely and use Trello's REST API for extraction and monday.com's API for insertion, preserving full field fidelity across all card data including descriptions, checklist completion states, and file attachments.

  • Legacy pluginData Custom Fields require manual post-migration audit

    Custom Fields in Trello graduated from a Power-Up to a core API feature in 2023. Boards created before this transition may store Custom Field definitions and values in card pluginData rather than in the structured Custom Fields API response. We detect which storage mechanism is in use during discovery and apply the appropriate extraction method. Legacy pluginData extraction has lower reliability and customers should audit a sample of field values post-migration to confirm accuracy before decommissioning Trello.

  • monday.com import has a 10K rows per import ceiling

    monday.com's native Trello import is limited to 10,000 rows at a time. Large workspaces with 10,000+ cards require multiple import passes or a tool that chunks and sequences the migration in batches. We handle this by paginating the Trello API extraction and batching monday.com inserts within the 10K ceiling, resuming from the last checkpoint on subsequent passes.

  • Trello maximum-quantity billing means seat count at billing midpoint determines cost

    Trello's billing model charges based on peak seat count during the billing term, not the current count. If a guest user converts to a paid seat mid-term, or if a user is added and removed before the billing midpoint, the customer continues paying for those seats. We flag the seat count snapshot at migration scoping and recommend scheduling user deactivation before the billing term midpoint to avoid paying for seats that are no longer active in Trello.

  • Checklist-heavy boards produce many monday.com subitems that affect performance

    Cards with multiple large checklists (100+ checklist items across multiple named checklists) convert to monday.com subitems. Subitems are first-class Items in monday.com and contribute to board row counts and workspace storage. Very checklist-heavy boards may hit monday.com performance thresholds or create confusingly long subitem lists. We flag high-checklist cards during discovery so the customer's admin can decide whether to convert selected checklists to text columns or a linked board reference instead of subitems.

Migration approach

Six steps for a successful Trello to monday Work Management data migration

  1. Discovery and scope definition

    We scan the Trello workspace via the REST API to extract all boards, lists, cards, Custom Fields (detecting pluginData vs core API storage), Labels, members, workspace settings, and Butler automation rules. We identify card count, checklist volume per card, attachment count and cumulative size, and any Power-Up data (Calendar, Timeline, Dashboard) that will not migrate via standard API. The discovery output is a written migration scope with board-to-board mapping, Custom Field type inventory, and the Butler automation rule list requiring rebuild.

  2. Schema design and monday.com workspace preparation

    We design the monday.com destination schema: one Board per Trello board, Groups per List, Items per Card, and Column types matched to every Custom Field. We configure Label conversions (tag vs Status column) based on how the customer uses Labels for filtering and automation. We set up workspace membership with roles mapped from Trello workspace permissions. Board visibility (public/private) from Trello maps to monday.com board sharing settings.

  3. Discovery scan for legacy Custom Field storage

    During extraction we detect whether Custom Fields on each board use the core Custom Fields API or legacy pluginData. For boards with pluginData Custom Fields, we apply the legacy extraction method and flag the affected fields in the reconciliation report. The customer audits a sample of these fields post-migration to confirm value accuracy before decommissioning the source Trello workspace.

  4. Subitem conversion and checklist resolution

    We convert each Trello checklist (within each card) to a monday.com subitem group. Named checklists within a card become subitem groups; individual checklist items become subitems with their own completion state. We flag cards with more than 50 checklist items across all checklists for customer review — these can alternatively be converted to a text column with a checklist-formatted block to avoid subitem bloat.

  5. Attachment extraction and re-upload

    We download all file attachments from Trello's S3 storage at migration time, preserving original filenames and metadata. Files are uploaded to monday.com's storage with a file column added to each item carrying an attachment. We validate upload success and flag any files exceeding monday.com's per-plan size limit (5 GB Basic, unlimited Standard and above) for manual handling. Card comments with embedded attachments are processed as a combined item update with file attachment.

  6. Production migration and reconciliation

    We run the full migration in record-dependency order: Workspace and members first, then boards, groups, items with all columns and subitems, attachments, and finally updates (comments). Each phase emits a row-count reconciliation report. We verify checklist completion states, Custom Field values, due dates, and assignee mappings against a random sample of source records before sign-off.

  7. Cutover, Butler inventory delivery, and admin handoff

    We freeze Trello writes during cutover, run a delta pass for records modified during the migration window, then hand off monday.com as the system of record. We deliver the Butler automation inventory document to the customer's admin with recommended monday.com Automation Center equivalents and trigger mappings. We do not rebuild Butler automations as monday.com automations inside the migration scope. We support a 48-hour post-cutover window for reconciliation issues before closing the engagement.

Platform deep dives

Context on both ends of the pair

Trello logo

Trello

Source

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.
monday Work Management logo

monday Work Management

Destination

Strengths

  • Drag-and-drop board UI with near-zero learning curve for non-technical users entering project data for the first time.
  • 20+ column types and unlimited custom columns let teams model arbitrarily complex data structures without developer help.
  • Multi-view support — Kanban, Gantt, Calendar, Timeline, Chart, Map — satisfies different team members without forcing a single layout.
  • Automations cover common trigger-action patterns for teams without dedicated developers to write custom scripts.
  • Free plan for 2 seats and a 14-day trial on all paid tiers make evaluation risk-free before committing to migration scope.

Weaknesses

  • Per-seat pricing with no enterprise flat-rate option means costs scale linearly with headcount, making it expensive at 50+ seats.
  • Subitems lack bulk API access, making them problematic for CRM-style use cases where contact records live as subitems under a company board.
  • Automations and advanced views are gated behind Pro and Enterprise tiers, creating feature deserts on entry-level plans.
  • Dependency column is visually limited — no critical path, no auto-rescheduling, and cross-board dependencies require manual link management.
  • No native document management; docs, wikis, and knowledge bases require a separate integration or third-party workaround.

Complexity grading

How hard is this migration?

Moderate Project Management migration. 4 of 8 objects need a mapping; the rest are 1:1.

C

Overall complexity

Moderate migration

Derived from compatibility, mapping clarity, API constraints, and data volume across Trello and monday Work Management.

  • Object compatibility

    C

    4 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

    Trello: 300 req/10s per API key; 100 req/10s per token; 100 req/900s on /1/members/.

  • Data volume sensitivity

    B

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

Estimator

Estimate your Trello to monday Work Management 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 Trello to monday Work Management data migrations

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

Can't find your answer?

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Most migrations land between one and two weeks for workspaces under 50 boards and 10,000 cards with standard Custom Field types. Migrations with 50+ boards, legacy pluginData Custom Fields, high checklist volume (requiring subitem conversion), multi-workspace configurations, or large attachment libraries (requiring chunked file uploads) extend to three to five weeks. The migration can run in parallel with the discovery and schema design phases to reduce total elapsed time.

Adjacent paths

Related migrations to explore

Ready when you are

Move from Trello.
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