Project Management migration

Migrate from Work as Team to Trello

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

Work as Team logo

Work as Team

Source

Trello

Destination

Trello logo

Compatibility

67%

8 of 12

objects map 1:1 between Work as Team and Trello.

Complexity

BStandard

Timeline

2-3 weeks

Rollback included Accuracy guarantee Field-level validation

Overview

What this migration involves

Moving from Work as Team to Trello is a simplification migration. Work as Team is a full project management suite built around Projects, Lists, Tasks, Milestones, Time entries, and client-facing portals; Trello is a Kanban-board tool built around Boards, Lists, and Cards. The core structural decision is how to represent each Work as Team Project in Trello — one Board per Project is the most common pattern, with the Project name becoming the Board name. Work as Team Lists map directly to Trello Lists. Task hierarchies, subtasks, and checklist items migrate into Trello card checklists, and milestone dates migrate into card due dates with labels for milestone identification. We do not migrate Work as Team Workflows, Time entries, Client Portals, or billing data; these have no Trello equivalent. We deliver a written inventory of active Work as Team workflows and a time-tracking replacement recommendation as part of the standard scope.

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

Work as Team logo

Work as Team

What's pushing teams away

  • List structure is Teamwork-specific and doesn't map 1:1 to standard PM tools, complicating migration to Asana, ClickUp, Monday, or Jira.
  • Per-user pricing scales steeply for large teams — Scale tier at $69.99/user/month is enterprise-grade pricing.
  • Engineering-team workflows lag specialist tools like Linear or Jira on Git integration, sprint velocity, and code-review hooks.
  • Real-time collaborative document editing is limited compared to integrated document platforms like Notion or Confluence.
  • Catalog name 'Work as Team' is ambiguous — confirm with the firm that they actually use Teamwork.com (the platform at teamwork.com) versus a similarly-named tool.

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 Work as Team objects map to Trello

Each row shows how a Work as Team 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.

Work as Team

Project

maps to

Trello

Board

1:1
Fully supported

Work as Team Projects map directly to Trello Boards. The Project name becomes the Board name, and Project description maps to the Board description. Each Project gets its own Board as the default migration pattern; for organizations with dozens of small projects, we can discuss grouping multiple Projects into a single Board by team or portfolio during scoping. We preserve the Project start date and target end date in a custom field on the Board if the Trello plan supports Custom Fields, or as a Board description note if not.

Work as Team

List

maps to

Trello

List

1:1
Fully supported

Work as Team Lists map directly to Trello Lists. The List name migrates verbatim. Status labels from Work as Team (To Do, In Progress, Review, Complete) map to the corresponding Trello List positions by ordinal order rather than by name. If the source has more Lists than the team wants to preserve in Trello, we consolidate during scoping by merging Lists that share the same workflow stage.

Work as Team

Task

maps to

Trello

Card

1:1
Fully supported

Work as Team Tasks map to Trello Cards. Task name becomes Card title. Task description migrates as Card description. Task assignees map to Card members. Task due date migrates as Card due date. Task priority (Low, Medium, High, Urgent) maps to Card labels with a color-coded label set that we define during scoping. Archived tasks in Work as Team migrate to archived cards in Trello if the Trello plan supports card archival.

Work as Team

Sub-task

maps to

Trello

Checklist Item

1:many
Fully supported

Work as Team Sub-tasks migrate as Checklist items on the parent Trello Card. Each sub-task name becomes a checklist item with the original assignee and due date appended in parentheses if available. If the sub-task has its own sub-sub-tasks, we flatten them into additional checklist items with indentation notation. Sub-task completion status maps to the checklist item checked state. Work as Team sub-task dependencies have no Trello equivalent and are flagged in the deliverable inventory.

Work as Team

Milestone

maps to

Trello

Label + Card Due Date

lossy
Fully supported

Work as Team Milestones do not have a direct Trello equivalent. We map each Milestone to a Trello Label (named with the Milestone name and a distinct color) and create milestone-tracking Cards with the Milestone date as a due date and the label applied. If the team prefers a separate Milestone Board, we can discuss that during scoping. Milestone task linkages (which tasks are part of which milestone) are preserved as a custom field or label on the linked cards.

Work as Team

Time Entry

maps to

Trello

Card Description (manual notation)

lossy
Fully supported

Work as Team time entries have no native Trello equivalent. Time tracking requires a Power-Up in Trello, and there is no standard migration path for time data. During scoping we confirm whether the team wants to preserve time entry summaries (total hours per task) in card descriptions as a text note, move time tracking to a separate tool post-migration, or use a Trello time-tracking Power-Up. We flag the chosen approach and do not attempt to create native time records in Trello without a specified Power-Up.

Work as Team

Attachment

maps to

Trello

Card Attachment

1:1
Fully supported

Work as Team file attachments on tasks migrate as Trello Card attachments. We use the Trello API to attach files directly to cards. Attachments stored in Work as Team are downloaded and re-uploaded to Trello during migration. File size limits in Trello are 10MB per attachment on Free plans and up to 250MB on paid plans; we identify oversized attachments during scoping and flag them for the customer's admin to handle manually or via a cloud storage link in the card description.

Work as Team

Comment

maps to

Trello

Card Comment

1:1
Fully supported

Work as Team task comments migrate as Trello Card comments. Comment author and timestamp are preserved in the comment body as a header line. HTML-formatted comments are stripped to plain text with line breaks preserved. Mentions of team members in comments are not migrated as @mentions since Trello does not support cross-system mention resolution.

Work as Team

Tag

maps to

Trello

Label

1:1
Fully supported

Work as Team task tags migrate to Trello Labels on the corresponding Card. We create labels in Trello with names matching the Work as Team tag names and assign a default color. If Work as Team has more than 10 distinct tags across all projects, we consolidate to the top 10 by frequency during scoping to stay within Trello's label limit per Board.

Work as Team

Team Member

maps to

Trello

Board Member

1:1
Fully supported

Work as Team team members map to Trello Board members. We resolve members by email match. If a Work as Team user does not have a corresponding Trello account, we create a guest invitation plan during scoping. Member roles in Work as Team (Admin, Project Manager, Member, Guest) do not have direct Trello equivalents; Board admin is the highest permission level in Trello and is assigned to the original Project admin.

Work as Team

Project Status

maps to

Trello

Board Background or Label

lossy
Fully supported

Work as Team project status (On Track, At Risk, Off Track, On Hold) has no native Trello equivalent. We map project status to a Board background color or a status label on all active cards. The customer chooses during scoping which approach fits their workflow better.

Work as Team

Custom Field

maps to

Trello

Custom Field

1:1
Fully supported

Work as Team custom fields migrate to Trello Custom Fields if the destination plan supports them (Standard and above). Trello Custom Fields support checkbox, date, dropdown, number, and text types. We map Work as Team field types to the closest Trello type and flag any that cannot map directly (for example, Work as Team currency fields become number fields in Trello with a note about manual currency handling). Trello custom field titles are limited to 25 characters, which we manage during scoping by truncating or abbreviating longer field names.

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.

Work as Team logo

Work as Team gotchas

High

Task Lists are Teamwork-specific groupings

High

Client portal user access requires careful mapping

Medium

Time entries are tied to tasks and billing

Medium

Profitability and resource management data is tier-gated

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

  • Time entries and billable tracking have no Trello equivalent

    Work as Team includes native time tracking with billable flags, time budgets per task, and billing summaries built into the project view. Trello has no native time tracking; it requires a third-party Power-Up. We do not migrate time entries as native records. We document every time entry as a text note in the relevant card description during migration, and the customer selects a time-tracking replacement (Trello Power-Up or a separate tool) post-migration. Teams that rely heavily on Work as Team's billing reports should evaluate whether Trello with a time-tracking Power-Up meets their billing workflow before committing to migration.

  • Trello Custom Fields have a 25-character name limit and fixed types

    Trello Custom Field names are limited to 25 characters, and the field type (checkbox, date, dropdown, number, text) cannot be changed after creation. Work as Team custom fields have no such limits. During scoping we audit all Work as Team custom fields, map them to Trello types, truncate names to 25 characters, and confirm the mapping with the customer before migration. Fields that cannot map cleanly (for example, multi-select picklists with more than 25 options) are flagged for manual handling.

  • Work as Team Workflows and templates do not migrate

    Work as Team Workflows with triggers, conditions, and automated actions have no direct Trello equivalent. Trello uses Butler (a Power-Up) or Trello Automation, which are different automation models with different triggers and action types. We do not migrate Workflows as automation code. We deliver a written inventory of every active Work as Team Workflow with its trigger, conditions, and actions, and the customer rebuilds the relevant automations in Trello using Butler or Trello Automation post-migration. Task templates in Work as Team are documented separately for manual recreation.

  • Client-facing project portals do not exist in Trello

    Work as Team includes native client-facing project portals where clients can view task progress, leave comments, and access documents without a Work as Team license. Trello has no native client portal feature. If the team uses Work as Team client portals, we document the portal configuration during scoping and recommend a replacement approach: Trello guest access (limited to specific boards), a shared Trello board with observer-level access, or a third-party client portal Power-Up. The chosen approach is documented but not implemented as part of the standard migration scope.

  • Trello API rate limits cap large attachment migrations

    Trello's REST API enforces rate limits that vary by endpoint. Large file attachments (over 50 MB each) can cause timeouts or throttling during migration. We chunk large file uploads, implement exponential backoff on 429 responses, and queue failed attachments for retry. Attachments that exceed Trello's per-plan size limits (10 MB on Free, 250 MB on Standard and above) are flagged and replaced with a link to the original file stored in the customer's cloud storage during the migration window.

Migration approach

Six steps for a successful Work as Team to Trello data migration

  1. Discovery and scoping call

    We audit the Work as Team workspace across Projects, Lists, Tasks, Sub-tasks, Milestones, Time entries, Attachments, Comments, Tags, Custom Fields, Team Members, and Client Portals. We confirm which objects require migration, which are archival, and which have no Trello equivalent and will be documented instead. The discovery output is a written migration scope document with object counts, a Trello plan recommendation based on Custom Field usage and attachment sizes, and the chosen approach for milestones, time entries, and client access.

  2. Custom field mapping and label scheme

    We map every Work as Team custom field to a Trello Custom Field type (checkbox, date, dropdown, number, text), truncate names to 25 characters, and confirm the mapping with the customer. We design the Trello label color scheme for priority mapping and tag consolidation if the tag count exceeds Trello's label limit. If the destination is Trello Free (which does not support Custom Fields), we document a card description format that preserves custom field data as structured text.

  3. Milestone and time entry planning

    We map every Work as Team Milestone to a Trello label and card due date scheme. We document time entry summaries per task as structured text for card description insertion. We confirm the chosen approach for client portals (Trello guest access, observer board, or Power-Up) and document the configuration steps for the customer's admin to implement post-migration.

  4. Sandbox migration and reconciliation

    We run a full migration into a test Trello workspace using production-like data volume. The customer reconciles record counts (Projects in, Boards in; Tasks in, Cards in; Milestones in, Labels in), spot-checks 25-50 random cards against the Work as Team source, and verifies label and custom field assignments. Any mapping corrections are made before production migration begins.

  5. Production migration in dependency order

    We run production migration in order: Board members first (so that member resolution is available), then Boards (from Projects), then Lists, then Cards with due dates and members, then checklist items (from sub-tasks), then comments, then attachments, then custom fields. Each phase emits a row-count reconciliation report before the next phase begins. We pause writes in Work as Team during the final delta migration window.

  6. Cutover, validation, and handoff

    We freeze Work as Team writes during cutover, run a final delta migration of any records modified during the migration window, then enable Trello as the active workspace. We deliver the Workflow inventory, time-tracking replacement recommendation, and client portal configuration plan. We support a one-week hypercare window where we resolve any reconciliation issues. We do not rebuild Work as Team workflows as Butler or Trello Automation rules; that is a separate engagement.

Platform deep dives

Context on both ends of the pair

Work as Team logo

Work as Team

Source

Strengths

  • Native time tracking integrated with tasks and billing.
  • Unlimited client portal users on Deliver and higher tiers.
  • Multiple project views (Gantt, table, board, calendar).
  • Tiered pricing from Free to Enterprise.
  • Resource management and profitability tracking on Scale tier.

Weaknesses

  • Teamwork-specific Task List structure complicates migration.
  • Per-user pricing scales steeply at higher tiers.
  • Engineering workflow lags specialist tools on Git integration.
  • Limited real-time collaborative document editing.
  • Catalog name 'Work as Team' is ambiguous and needs confirmation.
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 Work as Team 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

    C

    Work as Team: Per-project and per-account limits documented in Teamwork's API docs; typically generous for normal usage but throttled on bulk operations..

  • Data volume sensitivity

    A

    Work as Team exposes a bulk API — large-volume migrations stream efficiently.

Estimator

Estimate your Work as Team 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 Work as Team to Trello data migrations

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

Can't find your answer?

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Most migrations land between two and three weeks for workspaces under 50 projects and 5,000 tasks with no time entry preservation and straightforward custom field mappings. Migrations with large file attachments (over 10 GB total), milestone date reconstruction across dozens of milestones, or archived task history move to five to eight weeks because of Trello API rate limits and the manual milestone mapping work. Scope additions such as time entry documentation in card descriptions add minimal time if automated.

Adjacent paths

Related migrations to explore

Ready when you are

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