Project Management migration
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
Source
Trello
Destination
Compatibility
8 of 12
objects map 1:1 between Work as Team and Trello.
Complexity
BStandard
Timeline
2-3 weeks
Overview
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.
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 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
Trello
Board
1:1Work 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
Trello
List
1:1Work 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
Trello
Card
1:1Work 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
Trello
Checklist Item
1:manyWork 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
Trello
Label + Card Due Date
lossyWork 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
Trello
Card Description (manual notation)
lossyWork 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
Trello
Card Attachment
1:1Work 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
Trello
Card Comment
1:1Work 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
Trello
Label
1:1Work 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
Trello
Board Member
1:1Work 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
Trello
Board Background or Label
lossyWork 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
Trello
Custom Field
1:1Work 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.
| Work as Team | Trello | Compatibility | |
|---|---|---|---|
| Project | Board1:1 | Fully supported | |
| List | List1:1 | Fully supported | |
| Task | Card1:1 | Fully supported | |
| Sub-task | Checklist Item1:many | Fully supported | |
| Milestone | Label + Card Due Datelossy | Fully supported | |
| Time Entry | Card Description (manual notation)lossy | Fully supported | |
| Attachment | Card Attachment1:1 | Fully supported | |
| Comment | Card Comment1:1 | Fully supported | |
| Tag | Label1:1 | Fully supported | |
| Team Member | Board Member1:1 | Fully supported | |
| Project Status | Board Background or Labellossy | Fully supported | |
| Custom Field | Custom Field1:1 | 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.
Work as Team gotchas
Task Lists are Teamwork-specific groupings
Client portal user access requires careful mapping
Time entries are tied to tasks and billing
Profitability and resource management data is tier-gated
Trello gotchas
Billing model uses maximum seat quantity at term midpoint
Custom Field data historically stored in pluginData
API rate limits are token-gated and can block bulk migration
Guest-to-paid seat conversion triggers on multi-board membership
Automation command runs are capped per plan and overage triggers upgrade pressure
Pair-specific challenges
Migration approach
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.
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.
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.
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.
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.
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
Work as Team
Source
Strengths
Weaknesses
Trello
Destination
Strengths
Weaknesses
Complexity grading
Standard Project Management migration. 2 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 Work as Team and Trello.
Object compatibility
2 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
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
Work as Team exposes a bulk API — large-volume migrations stream efficiently.
Estimator
Rule-based pricing — no per-record fees, no manual quotes. Migrations over 2M records are scoped individually.
Step 1
Pick a category, then your source and destination platforms.
Category
FAQ
Answers to the questions buyers ask most during Work as Team to Trello migration scoping. Not seeing yours? Book a call.
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Other ways to leave Work as Team
Other ways to arrive at Trello
Same-Project Management migrations
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