Project Management migration

Migrate from Teamwork.com to Trello

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

Teamwork.com logo

Teamwork.com

Source

Trello

Destination

Trello logo

Compatibility

75%

9 of 12

objects map 1:1 between Teamwork.com and Trello.

Complexity

BStandard

Timeline

2-3 weeks

Rollback included Accuracy guarantee Field-level validation

Overview

What this migration involves

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.

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

Teamwork.com logo

Teamwork.com

What's pushing teams away

  • Performance degrades noticeably as workspace size grows, with users reporting slower run times once multiple concurrent projects accumulate significant task volumes.
  • UI changes happen regularly and some frequently-used features become buried under new menu structures or require multi-step hover interactions to access.
  • Most advanced features including Custom Fields, billing, and workload management require upgrading to paid tiers, locking core functionality behind per-user costs.
  • Onboarding curve is steep for non-technical team members who need to understand the distinction between Projects, Tasks, Lists, and Milestones before the tool feels intuitive.

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 Teamwork.com objects map to Trello

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

maps to

Trello

Board

1:1
Fully supported

Teamwork 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

maps to

Trello

List

1:1
Fully supported

Teamwork 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

maps to

Trello

Card

1:1
Fully supported

Teamwork 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

maps to

Trello

Checklist

lossy
Fully supported

Teamwork 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

maps to

Trello

Card due date or milestone board

lossy
Fully supported

Teamwork 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

maps to

Trello

Documentation (manual or Power-Up)

1:1
Fully supported

Teamwork 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

maps to

Trello

Custom Field

lossy
Fully supported

Teamwork 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

maps to

Trello

Card comment

1:1
Fully supported

Teamwork 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

maps to

Trello

Card attachment

1:1
Fully supported

Teamwork 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

maps to

Trello

Label

1:1
Fully supported

Teamwork 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

maps to

Trello

Workspace or board-level organization

1:1
Fully supported

Teamwork 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

maps to

Trello

Workspace Member

1:1
Fully supported

Teamwork 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.

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.

Teamwork.com logo

Teamwork.com gotchas

High

Custom Fields are locked behind the Premium subscription tier

Medium

API returns different field sets depending on endpoint version

Medium

Project-level and site-wide custom fields are distinct schema entities

Low

Completing parent tasks does not cascade to subtasks

Low

Rate limits are per-user-seat multiplier, not fixed

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

  • Trello Free caps boards at 10 per workspace

    Teamwork customers with more than 10 active projects will encounter Trello's free-tier board limit immediately upon migration. Unlike Teamwork which supports unlimited projects on paid tiers, Trello Free restricts workspaces to 10 boards total. We detect the active project count during scoping and require the customer to upgrade to Trello Standard ($5/user/mo, unlimited boards) before migration begins. Migrations attempted on a free Trello account will stall partway through and require board deletion or archival to proceed, creating data handling complications.

  • Switching Teamwork to board view does not surface existing tasks

    When a Teamwork user switches from list view to board view within a project, pre-existing tasks do not automatically appear in the new board columns. The tasks exist in the project but must be manually added to the appropriate list. This catches migration teams that assume the Teamwork board view captures all task-list state — it does not. We extract task-to-list associations from the Teamwork Task List API directly, bypassing the UI-level board view, and write cards into the correct Trello Lists by resolving the parent Task List ID to the destination List. Skipping this step results in cards landing in a default list rather than the intended column.

  • Trello does not provide board members' email addresses

    Trello's API does not expose member email addresses during export or integration. When migrating Teamwork Users to Trello Workspace members, we match by the email stored in the Teamwork User record against the customer's Trello workspace membership list. If a Teamwork User's email is not already registered as a Trello workspace member, we hold that record in the user reconciliation queue. This is the same limitation documented in Trello Importer documentation for the reverse direction (Trello → Teamwork) and affects any migration where user provisioning is not handled manually before cutover.

  • Teamwork Custom Fields require both source Premium and destination Standard

    Teamwork Custom Fields are accessible only on the Grow plan ($25.99/user/mo) and above. If a customer is migrating from Teamwork Starter or Deliver, any custom fields created on the source are inaccessible via the Teamwork API even if they appear in the UI. On the destination side, Trello Custom Fields require Standard ($5/user/mo) or above. We verify both conditions during scoping: source subscription tier for read access, and destination plan for write capability. Customers on Trello Free with existing Teamwork custom fields must upgrade before custom field data can be written; we document each field definition for manual recreation.

  • Teamwork automations and workflows do not migrate to Trello

    Teamwork Workflow Rules (triggers, conditions, delays, CRM actions) and Power-Up automations have no direct equivalent in Trello Butler or Trello Automation. Trello Automation uses a different rule syntax and is scoped per board, not per workspace. We extract every active Teamwork automation rule and deliver a written inventory with the original trigger, conditions, and actions plus a recommended Trello Automation equivalent for each. The customer's admin rebuilds them board by board post-migration. Automations that fire on time-entry events (e.g., auto-close a task when logged time equals estimated time) have no Trello equivalent and are flagged for process redesign.

Migration approach

Six steps for a successful Teamwork.com to Trello data migration

  1. 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.

  2. 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.

  3. 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.

  4. 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.

  5. 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.

  6. 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

Context on both ends of the pair

Teamwork.com logo

Teamwork.com

Source

Strengths

  • Tight integration between time tracking, billing rates, and project budgets enables profitability reporting without exporting to external tools.
  • Multiple simultaneous views on the same project data (Gantt, board, list, table) serve different team member working styles without context switching.
  • Client portal gives external stakeholders visibility without exposing internal project tooling or requiring email chains.
  • 150+ native integrations including HubSpot, QuickBooks, Salesforce, and NetSuite reduce the need for data duplication across tools.
  • AI-powered smart scheduler and resource assignments help teams identify capacity gaps before committing to new project work.

Weaknesses

  • Performance slows noticeably once workspaces accumulate multiple concurrent projects with hundreds of tasks and time entries.
  • UI undergoes frequent design updates that sometimes relocate frequently-used features, creating a persistent adjustment burden for power users.
  • Feature tier gating means custom fields, billing, and workload views are locked behind per-user Premium costs, limiting adoption for budget-constrained teams.
  • No native Gantt dependency automation means task chain sequencing requires manual maintenance or third-party add-ons.
  • Minimum user requirements on paid tiers (3+ users reported) make the platform impractical for very small solo or two-person agencies.
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 Teamwork.com 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

    B

    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

    A

    Teamwork.com exposes a bulk API — large-volume migrations stream efficiently.

Estimator

Estimate your Teamwork.com 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 Teamwork.com to Trello data migrations

Answers to the questions buyers ask most during Teamwork.com to Trello migration scoping. Not seeing yours? Book a call.

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Migrations under 50 projects and 5,000 tasks with no custom fields and clean user matching land between two and three weeks. Migrations with extensive custom fields, milestone-heavy structures, large attachment volumes, or time-entry documentation requirements extend to four to seven weeks. The primary time drivers are custom field type mapping (if Trello Premium is not yet active), milestone-to-card due-date resolution, and user reconciliation for workspaces where Teamwork users are not pre-registered in Trello.

Adjacent paths

Related migrations to explore

Ready when you are

Move from Teamwork.com.
Land in Trello, intact.

Tell us record counts and timeline. We'll come back with a written quote inside 1 business day — no commitment, no sales pitch.

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