Project Management migration
Field-level mapping, validation, and rollback between TeamWork Live and Trello. We move data and schema; workflows are rebuilt natively in Trello.
TeamWork Live
Source
Trello
Destination
Compatibility
11 of 12
objects map 1:1 between TeamWork Live and Trello.
Complexity
BStandard
Timeline
2-4 weeks
Overview
Moving from TeamWork Live to Trello is a schema translation from a hierarchical Project structure into Trello's Board-List-Card Kanban model. TeamWork Live organizes work as Projects containing Task Lists containing Tasks, with Milestones as standalone date markers; Trello uses Boards containing Lists containing Cards, where due dates and labels substitute for Milestones and task ordering lives as list position. We resolve the structural mapping during scoping: each TeamWork Live Project becomes one Trello Board, each Task List becomes a Trello List, and each Task becomes a Card. Milestones without a direct Trello equivalent are encoded as due dates on milestone-linked cards with a dedicated Label for filtering. Time entries require a separate migration step or a time-tracking Power-Up post-migration. Time entries in TeamWork Live are linked to tasks but must be moved through Trello's API or the customer enables a time-tracking Power-Up post-migration. We do not migrate Automations, Butler rules, or Power-Up configurations; we deliver a written inventory of any Power-Up dependencies requiring rebuild. Guest user permissions in TeamWork Live do not map directly to Trello Guest access, and we flag the permission gap during scoping so the customer's admin can configure Guest boards 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 TeamWork Live 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.
TeamWork Live
Project
Trello
Board
1:1Each TeamWork Live Project maps to one Trello Board. We migrate the project name as the Board title, project description as the Board description, start and due dates as metadata flags, and project status (active/archived) as Board archival state. Project-level custom fields migrate to the Board description or a Custom Fields Power-Up note if the Trello destination is on Standard or Premium. TeamWork Live's per-project client access controls do not map directly to Trello Guest access; we flag this permission gap and recommend board-level Guest configuration post-migration.
TeamWork Live
Task List
Trello
List
1:1Each TeamWork Live Task List within a Project maps to one Trello List within the corresponding Board. The list name migrates as the List title. Task ordering within each list is preserved by computing a sequence index from the TeamWork Live API response order; since ordering is not exposed as a discrete API field, we capture the iteration order at retrieval time and apply it as card position integers during Trello card creation. Lists are created before cards in the migration sequence to satisfy Trello's list-must-exist constraint.
TeamWork Live
Task
Trello
Card
1:1Each TeamWork Live Task maps to one Trello Card. Standard fields migrate directly: task title becomes card name, task description becomes card description, task status maps to a Label color (or archived card state if the destination supports archival), priority maps to a priority Label, due date migrates to card due date, and estimated time is stored as a custom field or card description note. Assignee resolution uses email match against the Trello Workspace member list; unresolved assignees are flagged in the reconciliation report for admin provisioning before the migration phase.
TeamWork Live
Milestone
Trello
Card (due date + Label)
lossyTeamWork Live Milestones have no direct Trello equivalent. We encode Milestones as Cards with the milestone target date set as the card due date, a dedicated milestone Label (e.g., 'Milestone') applied, and the milestone name as the card name. Completed milestones receive an additional 'Completed' Label. Milestones without a linked task are created as standalone cards within the corresponding Board List. If the customer has milestone completion dates, those migrate as the card due date with the 'Completed' Label and the card moved to a Done list.
TeamWork Live
User and Team Member
Trello
Workspace Member
1:1TeamWork Live internal users map to Trello Workspace Members by email match. Guest or client-level users in TeamWork Live do not map to standard Trello Workspace Members; they map to Trello Board-level Guests, which we configure per Board after migration. We flag any TeamWork Live user without an email (unusual but possible with imported or manually created records) and store them in the reconciliation queue with a placeholder email for admin resolution.
TeamWork Live
Time Entry
Trello
Card (description note) or External Export
1:1TeamWork Live time entries are linked to Tasks and contain hours logged, date, and optional notes. Trello has no native time tracking object. We migrate time entry data as structured text appended to the corresponding Card description in a 'Time Entries' section (format: date, hours, notes). For accounts with high-volume time tracking requirements, we recommend a separate time-tracking Power-Up post-migration; we deliver a CSV export of all time entries keyed by source task ID for the customer's admin to ingest into their chosen tool. The TeamWork Live API requires sequential retrieval for time entries (no bulk endpoint), so we apply chunking and retry logic for accounts with over 1,000 entries.
TeamWork Live
Comment
Trello
Card (Comment)
1:1TeamWork Live comments attached to Tasks migrate to Trello Card comments. We preserve comment text, author (resolved by email match to Trello Workspace Member), and timestamp. Rich-text formatting in TeamWork Live comments may not round-trip cleanly; HTML-heavy comments are flagged in the migration report for manual review. Comments on Projects (not attached to a specific task) migrate to the Board description or a designated 'Project Notes' card at the customer's discretion during scoping.
TeamWork Live
File and Attachment
Trello
Card (Attachment)
1:1Files attached to TeamWork Live Tasks or Projects are referenced by URL in the TeamWork Live API. We retrieve attachment metadata (filename, URL, upload date, uploader) and re-upload each file to the corresponding Trello Card as a Card Attachment via the Trello API. Files that were stored in TeamWork Live's internal storage are downloaded and re-uploaded; files stored externally (Google Drive, Dropbox) are re-linked as URL attachments if the original link remains accessible. Failed uploads are logged for manual retry.
TeamWork Live
Task Custom Field
Trello
Custom Field (Power-Up)
1:1TeamWork Live task-level custom fields (text, number, dropdown) migrate to Trello Custom Fields Power-Up on Standard and Premium plans. We detect at scan time whether the source account is on a Premium subscription (custom fields are gated behind Premium); if not, no custom field definitions or values exist in the API response and we flag this in the scoping report. Dropdown options in TeamWork Live must be recreated in Trello's Custom Fields Power-Up configuration before migration; we deliver the option list as a configuration reference during the pre-migration schema step.
TeamWork Live
Project Custom Field
Trello
Board (description note or Custom Field)
1:1Project-level custom fields in TeamWork Live migrate to the corresponding Trello Board. For Standard and Premium Trello accounts, project custom fields become Board Custom Fields if the destination supports board-level custom fields; otherwise they are encoded as structured notes in the Board description. The customer chooses the preferred encoding during scoping. If the source TeamWork Live account is not on Premium, no project custom fields exist to migrate.
TeamWork Live
Tag and Label
Trello
Label
1:1TeamWork Live tags stored as string arrays on Tasks or Projects map to Trello Labels. We migrate tag names as Label names with a default color assignment; the customer can customize label colors in Trello post-migration. If a TeamWork Live tag name conflicts with a Trello reserved label name or exceeds the label name length limit, we rename it with a suffix (e.g., '_teamwork_tag') and log the rename in the migration report.
TeamWork Live
Company and Client
Trello
Board (description) or Label
1:1TeamWork Live Companies and Clients linked to Projects for access control or billing tracking do not have a direct Trello equivalent. We migrate the company name and primary contact to the Board description as structured text. If the customer relies on client-level permissions in TeamWork Live, we recommend configuring a Trello Board-level Guest for each client post-migration; we deliver a client-to-email mapping CSV during the handoff for the admin to provision Guest access.
| TeamWork Live | Trello | Compatibility | |
|---|---|---|---|
| Project | Board1:1 | Fully supported | |
| Task List | List1:1 | Fully supported | |
| Task | Card1:1 | Fully supported | |
| Milestone | Card (due date + Label)lossy | Fully supported | |
| User and Team Member | Workspace Member1:1 | Fully supported | |
| Time Entry | Card (description note) or External Export1:1 | Fully supported | |
| Comment | Card (Comment)1:1 | Fully supported | |
| File and Attachment | Card (Attachment)1:1 | Fully supported | |
| Task Custom Field | Custom Field (Power-Up)1:1 | Fully supported | |
| Project Custom Field | Board (description note or Custom Field)1:1 | Fully supported | |
| Tag and Label | Label1:1 | Fully supported | |
| Company and Client | Board (description) or Label1:1 | 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.
TeamWork Live gotchas
Task ordering is not a first-class API field
Custom fields gated behind paid tiers
No bulk export endpoint for time entries
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 plan selection
We audit the source TeamWork Live account across plan tier (to detect Premium-only custom fields), project count, task list count, task count, milestone count, time entry volume, comment volume, attachment count, and active user count including Guests. We pair this with a Trello plan assessment to confirm whether Standard or Premium is required for custom field migration. The discovery output is a written migration scope, a Project-to-Board mapping table, a Milestone encoding decision sheet, and a time entry migration recommendation (card notes or CSV export).
Schema pre-configuration in Trello
We provision Trello Boards for each TeamWork Live Project before any record migration. We create the required Lists within each Board (mirroring the Task Lists), configure Labels including the Milestone Label if the encoding strategy uses Labels, and apply Custom Fields Power-Up configurations if the destination is on Standard or Premium. We also configure Board-level Guest access for any TeamWork Live client contacts at this stage if the customer has chosen the per-Board Guest model.
Sandbox migration and reconciliation
We run a full migration into a Trello Workspace using representative data volume. The customer's project manager reconciles record counts (Boards in, Lists in, Cards in), spot-checks card ordering within a sample of Lists, verifies milestone encoding, and reviews time entry encoding. The customer signs off the schema and mapping before production migration begins. Any ordering issues, custom field gaps, or milestone encoding corrections happen here, not in production.
Owner and user reconciliation
We extract every distinct TeamWork Live user (internal team members and Guests) referenced on Tasks, Projects, and Comments. We match internal team members by email against the Trello Workspace member list. Guests without a matching Trello user are held in a reconciliation queue and mapped to Board-level Guest access for the customer's admin to provision after migration. User provisioning cannot proceed past this step because card assignees require valid Trello user IDs.
Production migration in dependency order
We run production migration in record-dependency order: Trello Workspace Members and Guests (validated by admin), Boards (one per Project), Lists (one per Task List within each Board), Cards with standard fields and assignee (with task sequence computed from iteration order), Milestone Cards or Label encoding, Custom Field values (if on Standard or Premium), Comments (by card), Attachments (by card, with retry on failure), Time Entries (appended to Card descriptions or exported as CSV), and Tags encoded as Labels. Each phase emits a row-count reconciliation report before the next phase begins.
Cutover, validation, and Butler rebuild handoff
We freeze TeamWork Live writes during cutover and run a final delta migration of any records modified during the migration window. We then enable Trello as the system of record. We deliver the Automation Inventory document covering any TeamWork Live task-level triggers and recommending Butler rules to replicate the behavior. We do not configure Butler rules or Power-Up installations as part of migration scope; the customer's admin or a Trello partner rebuilds automations post-migration. We support a one-week hypercare window where we resolve any reconciliation issues raised by the customer's project team.
Platform deep dives
TeamWork Live
Source
Strengths
Weaknesses
Trello
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 TeamWork Live and Trello.
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
TeamWork Live: 6,000 requests per hour per user account. Exceeding the limit returns 503 Service Unavailable with a Retry-After header indicating when to resume. Higher limits available on request to [email protected]..
Data volume sensitivity
TeamWork Live 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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FAQ
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