Project Management migration
Field-level mapping, validation, and rollback between Teamwork.com and Trello. We move data and schema; workflows are rebuilt natively in Trello.
Teamwork.com
Source
Trello
Destination
Compatibility
9 of 12
objects map 1:1 between Teamwork.com and Trello.
Complexity
BStandard
Timeline
2-3 weeks
Overview
Moving from Teamwork.com to Trello is a structural simplification, not a lateral copy. Teamwork.com organizes work in a three-level hierarchy (Project → Task List → Task) with time tracking, billing, and resource management as first-class features; Trello uses a flat Board → List → Card model with no native time tracking and optional Custom Fields on Premium. We decompose Teamwork Task Lists into Trello Lists, map Task-level data to Cards (with checklist-driven Subtask replication), and preserve Milestone dates as card due dates or a dedicated milestone tracking board. Time Entries, billing records, Client records, and Team/permission structures do not have native Trello equivalents — we document these for manual handling or Power-Up configuration post-migration. Teamwork Custom Fields exist only on Premium-equivalent plans and map to Trello Custom Fields only if the destination has a Premium license; otherwise we flag them for manual recreation. Automations and workflows are not migrated; we deliver a written inventory of every active Teamwork automation for the customer's admin to rebuild in Trello Butler.
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.com 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.com
Project
Trello
Board
1:1Teamwork Projects map 1:1 to Trello Boards. We extract the project name, status (active/completed/on-hold), start and end dates, and project description as the board description. Archived projects in Teamwork map to archived Trello boards if the destination workspace supports board archival. Projects with a large task count (over 500 tasks) may warrant pre-migration scoping to confirm the board structure fits the team's workflow in Trello. The Trello free tier caps workspaces at 10 boards, which is a hard constraint we verify during scoping; customers with more than 10 active projects must upgrade to Standard ($5/user/mo) or above before migration begins.
Teamwork.com
Task List
Trello
List
1:1Teamwork Task Lists are section headers within a Project that group related Tasks. We map them 1:1 to Trello Lists within the destination Board. List ordering is preserved by the sequence value returned by the Teamwork API. Note that switching from Teamwork's list view to a board view does not automatically surface pre-existing tasks in the new lists — we explicitly extract all tasks from each Task List and insert them as cards into the corresponding List during migration, replicating the correct card placement rather than requiring manual drag-and-drop after cutover.
Teamwork.com
Task
Trello
Card
1:1Teamwork Tasks are the core work unit and map to Trello Cards. We preserve the task name as the card title, the description as the card description, the due date as the card due date, priority as a color-coded Label, assignee as the card member, and tags as Labels. Task status (open, completed) maps to the card's List position or a completion Checklist item depending on the customer's preferred Trello convention. Subtask relationships are handled separately (see Subtask mapping). Task-level milestones from Teamwork are resolved during extraction and set as card due dates before cards are written to the destination Board.
Teamwork.com
Subtask
Trello
Checklist
lossyTeamwork Subtasks exist as nested records under Tasks, each with its own assignee, due date, and status. We flatten Subtasks into a Trello Checklist on the parent Card using the checklist format (title plus completion checkbox). We preserve subtask assignee by adding a note within the checklist item in the format '@[name]: [item]' so that accountability is visible on the card. If a subtask has a sub-subtask (deeper nesting), we flatten it one additional level or flag it for manual decomposition. Checklist item ordering is preserved by the sort order returned by the Teamwork API.
Teamwork.com
Milestone
Trello
Card due date or milestone board
lossyTeamwork Milestones are date-driven project markers that may or may not be linked to specific tasks. Trello has no native milestone object. We resolve milestones in two ways based on scoping: if a milestone is linked to one or more tasks, we set the corresponding card's due date to the milestone date and apply a 'milestone' label; if a milestone has no linked tasks, we create a standalone milestone card in a dedicated 'Milestones' board or list that the customer reviews manually. Milestone name and date are always preserved regardless of the mapping strategy. Customers who need structured milestone tracking post-migration should evaluate the Trello Timeline Power-Up (included in Premium) which supports milestone rows alongside Gantt-style views.
Teamwork.com
Time Entry
Trello
Documentation (manual or Power-Up)
1:1Teamwork Time Entries are first-class records linked to tasks or projects with billable/non-billable flags, hourly rates, and logged durations. Trello has no native time tracking object. We export all time entries as a structured CSV (task name, project, user, date, duration, billable flag, hourly rate, total amount) during migration. Customers who need to preserve time data in Trello configure a Trello Power-Up such as Planyo, Track茸, or a native time-tracking integration post-migration; we document the CSV schema and field mappings to support that configuration. Time entries linked to billing or invoicing in Teamwork Grow or Scale tier have no Trello equivalent and are flagged for the customer's finance team to handle separately.
Teamwork.com
Custom Field
Trello
Custom Field
lossyTeamwork Custom Fields exist as project-level or site-wide types (text, number, date, dropdown, checkbox) and are gated behind the Premium-equivalent Grow plan ($25.99/user/mo). Trello Custom Fields are available from the Standard plan ($5/user/mo) and apply at the board level. We verify the destination Trello plan during scoping. If the destination has Standard or above, we map Teamwork custom field definitions to Trello Custom Field definitions using equivalent types (Teamwork text → Trello text, Teamwork date → Trello date, Teamwork dropdown → Trello dropdown with options array preserved). If the destination is on Trello Free, custom fields are not available and we flag each field for manual recreation after the customer upgrades.
Teamwork.com
Comment
Trello
Card comment
1:1Teamwork Comments attach to Tasks and carry author attribution, timestamp, and formatted text including @mentions. We map them 1:1 to Trello Card comments. Comment threads are preserved in sequence order by timestamp. @mentions are transferred as plain text within the comment body and do not trigger Trello member notifications (the @mention syntax does not cross-migrate). Image embeds within comments migrate as card attachments.
Teamwork.com
Attachment
Trello
Card attachment
1:1Teamwork Attachments link to Tasks, Projects, or Posts and carry file metadata (name, type, size, uploader, upload date). We extract file URLs from the Teamwork API and re-attach them to the corresponding Trello Card. Files larger than Trello's attachment limit (10MB on free, 250MB on Standard and Premium) are flagged for the customer to host externally and link via URL attachment rather than direct upload. The Trello free tier also caps total board storage, which we verify during scoping against the customer's total attachment volume.
Teamwork.com
Tag
Trello
Label
1:1Teamwork Tags are string labels applied across Projects and Tasks for cross-cutting categorization. We map them 1:1 to Trello Labels. Tag colors in Teamwork (if customized) map to Trello label colors by closest match; default tags map to unlabeled labels in Trello. Tags used for priority classification that overlap with Teamwork's built-in priority field are consolidated to avoid duplicate classification after migration.
Teamwork.com
Client
Trello
Workspace or board-level organization
1:1Teamwork Clients are top-level entities that own multiple Projects and carry contact info, billing rates, and client portal accounts. Trello has no native Client object. We map Client records to Trello Workspace members with specific board access, or we create a dedicated 'Clients' board where each client gets a list of project boards they can access. Client billing rates and payment terms from Teamwork Grow or Scale have no Trello equivalent and are exported as a separate CSV for the customer's finance team. Client portal access does not migrate; we document the client email list for manual re-invitation post-migration.
Teamwork.com
User
Trello
Workspace Member
1:1Teamwork Users have profiles with name, email, role, hourly cost rate, and working hours. We map Users to Trello Workspace members by email match. Any Teamwork User without a matching Trello account is held in a reconciliation queue for the customer's admin to provision before card import. User cost rates from Teamwork (used for billing and profitability reporting) do not have a Trello equivalent and are exported in the time-entry CSV if billing reconstruction is needed.
| Teamwork.com | Trello | Compatibility | |
|---|---|---|---|
| Project | Board1:1 | Fully supported | |
| Task List | List1:1 | Fully supported | |
| Task | Card1:1 | Fully supported | |
| Subtask | Checklistlossy | Fully supported | |
| Milestone | Card due date or milestone boardlossy | Fully supported | |
| Time Entry | Documentation (manual or Power-Up)1:1 | Fully supported | |
| Custom Field | Custom Fieldlossy | Fully supported | |
| Comment | Card comment1:1 | Fully supported | |
| Attachment | Card attachment1:1 | Fully supported | |
| Tag | Label1:1 | Fully supported | |
| Client | Workspace or board-level organization1:1 | Fully supported | |
| User | Workspace Member1:1 | 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.com gotchas
Custom Fields are locked behind the Premium subscription tier
API returns different field sets depending on endpoint version
Project-level and site-wide custom fields are distinct schema entities
Completing parent tasks does not cascade to subtasks
Rate limits are per-user-seat multiplier, not fixed
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 verification
We audit the Teamwork source across subscription tier (Free/Deliver/Grow/Scale), active project count, task list and task volume, subtask depth, milestone count, custom field definitions and types, attachment file sizes and total volume, active automation rules, and user count with email addresses. We verify the destination Trello workspace plan and confirm board limit compliance. The discovery output is a written scope document identifying the board count gap (if any), custom field eligibility on both platforms, user reconciliation requirements, and the automation inventory size.
Board and list mapping design
We design the destination Trello workspace structure: which Teamwork Projects become Boards, which Task Lists become Lists, and where milestone-tracking cards land. We resolve the milestone strategy (card due dates vs. dedicated milestone board) with the customer's input. We produce a mapping spreadsheet showing source Project ID → destination Board ID, source Task List ID → destination List ID, and milestone date → card due date assignments. This spreadsheet is validated against the Trello workspace in a dry-run before any data moves.
User reconciliation
We extract every Teamwork User and attempt email-based matching against the destination Trello workspace members. Users without a match are listed in the reconciliation queue. The customer's admin provisions Trello accounts for missing users and decides on role assignment (Workspace admin vs. normal member). Migration cannot begin card imports until all assignee references are resolvable in the Trello workspace. User cost rates from Teamwork are exported separately for billing reconstruction if needed.
Sandbox migration and reconciliation
We run a full migration into a Trello test workspace using production-like data volume. The customer's project lead reviews 25-50 randomly sampled cards against the Teamwork source, verifies list placement, due date accuracy, checklist completeness, and attachment accessibility. Any mapping corrections (wrong list, missing custom field, incorrect label color) are documented and corrected before production migration begins. The sandbox pass also surfaces whether Trello Premium is required for custom field support, allowing the customer to upgrade before production cutover.
Production migration in dependency order
We run production migration in record-dependency order: Workspace members (validated), Boards (from Projects), Lists (from Task Lists), Custom Field definitions (from Teamwork custom fields if destination has Standard or above), Cards (from Tasks with assignee, due date, priority, and description), Checklist items (from Subtasks), Card comments (from Task Comments), Card attachments (from Task Attachments via URL re-attachment), Label application (from Tags), and milestone cards or due date flags (from Milestones). Time Entry CSV and Client CSV are generated as separate exports alongside the card migration. Each phase emits a row-count reconciliation report before the next begins.
Cutover, validation, and automation handoff
We freeze Teamwork writes during cutover, run a delta migration of any records modified during the migration window, then enable Trello as the system of record. We deliver the Automation Inventory document to the customer's admin team for Trello Butler or Trello Automation rebuild. We support a three-day hypercare window where we resolve any card placement issues or missing data reported by the team. Post-migration admin support, training, and workflow rebuild are outside standard scope; we can scope those as separate engagements if needed.
Platform deep dives
Teamwork.com
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 Teamwork.com 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
Teamwork.com: Rate limits scale with user seat count; base quota units per hour multiplied by number of seats on the account.
Data volume sensitivity
Teamwork.com 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 Teamwork.com to Trello migration scoping. Not seeing yours? Book a call.
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