Project Management migration
Field-level mapping, validation, and rollback between iPlan and Trello. We move data and schema; workflows are rebuilt natively in Trello.
iPlan
Source
Trello
Destination
Compatibility
8 of 12
objects map 1:1 between iPlan and Trello.
Complexity
BStandard
Timeline
2-3 weeks
Overview
Moving from iPlan to Trello is a structural simplification, not a lateral platform move. iPlan stores multi-level portfolio hierarchies, earned-value metrics, resource calendars, timesheets, and workflow automation as first-class objects. Trello operates on a board-list-card model with no native portfolio view, no built-in earned-value tracking, and no resource management beyond card assignment. We map iPlan Projects to Trello Boards (or nested Workspace-Board pairs), iPlan Tasks to Cards with checklists, and iPlan Milestones to due-date fields or card labels. We flatten iPlan Subtasks into Trello checklists where the destination is a board without a card-aging Power-Up, and we note where card checklists cannot replace the parent-child hierarchy teams used in iPlan. Custom workflow automation does not export from iPlan in portable format; we capture every rule as a human-readable specification and deliver it for your admin to rebuild in Trello's Butler or Power-Up ecosystem. Timesheet hours, billing records, and earned-value metrics are migrated as data but require reconciliation in Trello's external reporting tools.
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 iPlan 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.
iPlan
Project
Trello
Board or Workspace
1:1iPlan Projects map to Trello Boards. Each project becomes a standalone board with the project name as the board title, project description as the board description, and project dates preserved in a custom date field on the board card. For organizations using Workspace-level organization for multiple related projects, we create a Trello Workspace per portfolio and map each iPlan project to a board within it. We flag any iPlan projects with over 50 linked tasks and recommend board-splitting before migration to avoid Trello's performance degradation on very large boards.
iPlan
Task
Trello
Card
1:1iPlan Tasks map directly to Trello Cards. Task name becomes card title, task description migrates to card description (with rich text preserved as markdown), start and due dates migrate to the card date fields, and task priority maps to Trello labels using a configurable color-coded label scheme defined during scoping. Assigned resources in iPlan map to Trello card members. Task status (Not Started, In Progress, Completed) maps to card position within Trello lists (Backlog, In Progress, Done) configured to match the team's workflow.
iPlan
Milestone
Trello
Card due date + Label
lossyiPlan Milestones map to Trello Cards with the milestone name as card title and the target date as the card due date. We create a Milestone label in Trello (distinct color from priority and status labels) so teams can filter all milestone cards across boards. Milestones with no linked tasks are created as standalone milestone cards and noted as requiring manual task linkage post-migration. Milestone interdependencies are captured in a dependency map delivered as a CSV alongside the migration for the admin to implement using a Power-Up like Card Dependencies.
iPlan
Subtask
Trello
Card Checklist
1:manyiPlan Subtasks flatten into Trello Card checklists. Each parent task card receives a checklist named after the parent task or a project-defined grouping, with each subtask becoming a checklist item. Checklist item completion status migrates as checked or unchecked. We flag subtasks that exceed 50 items per card because Trello's checklist UX degrades at that volume. Teams needing true nested sub-cards (parent-child task hierarchy) are directed to the Card Repeater or similar Power-Up for post-migration configuration.
iPlan
Resource
Trello
Workspace Member
1:1iPlan Resources (employee database records) map to Trello Workspace members. We extract resource name and email and invite each person as a Workspace member during migration. Resource roles and department metadata are preserved in a custom text field on each member's profile or as a board-level label for role-based filtering. iPlan's availability schedule and capacity calendar do not have a Trello equivalent; we note this gap in the migration handoff so the customer's admin can decide whether to use a capacity-planning Power-Up or external resource management tool.
iPlan
Custom Field
Trello
Custom Field
1:1iPlan custom fields on Tasks and Projects map to Trello Custom Fields. We map text, number, and dropdown custom fields to their Trello equivalents (text, number, dropdown). Checkbox fields map to Trello checkbox custom fields. Date fields map to Trello date custom fields. Formula and rollup fields from iPlan cannot migrate as computed fields because Trello does not support calculated custom field types; we migrate the last computed value as a static number or text field and document the formula for manual re-entry in Trello Power-Ups or external tools. Trello's 25-character custom field name limit requires truncation; we confirm abbreviation rules with the customer during scoping.
iPlan
Timesheet
Trello
Card Activity Log (description)
1:1iPlan Timesheet records (hours logged, date, project, task) migrate as structured text appended to the relevant Trello Card description with a formatted log entry (date, hours, notes). Trello does not have a native timesheet object; the activity log in the card description preserves the data for reference but does not provide billing or capacity reporting. We flag timesheet data for any tasks with incomplete or inconsistently dated entries during validation. Organizations needing time tracking in Trello should consider a Power-Up like Tempo or a native time-tracking integration post-migration.
iPlan
Billing Record
Trello
Card description (financial summary)
1:1iPlan billing and financial tracking records migrate as structured financial summary text appended to the relevant Card description. Trello has no native billing or invoice object. We preserve budget amounts, cost variance, and billing status as text fields within the card for historical reference, but recommend that organizations requiring financial tracking in Trello use an external accounting integration or a financial Power-Up. We do not migrate billing data into Trello if the source records reference orphaned projects or incomplete timesheet data; these are flagged and listed in the reconciliation report.
iPlan
Knowledge Base
Trello
Card description + Google Drive / Confluence (external)
1:1iPlan knowledge-base articles export with article text, categories, and linked files. We map articles to Trello Card descriptions (for short, task-related articles) or recommend linking to an external knowledge tool (Confluence, Notion, Google Drive) with the link stored in the card description. Article categories map to Trello labels or board-level tags. We flag any knowledge-base articles exceeding 5,000 characters because Trello card descriptions have practical rendering limits at that length. File attachments from knowledge articles migrate separately as card attachments or are linked to the external document store if the customer elects an external knowledge management tool.
iPlan
Attachment
Trello
Card Attachment
1:1File attachments associated with iPlan Projects, Tasks, or Knowledge articles are extracted and uploaded as Trello Card attachments, preserving file names and upload timestamps. We map each attachment to the card representing its parent task or project. Large files (over 10 MB) are flagged and uploaded to a linked Google Drive or SharePoint folder with the URL stored in the card description. Trello's attachment restrictions in Enterprise environments are respected during migration; we coordinate with the customer's admin on any domain-level attachment policy.
iPlan
Workflow Rule
Trello
Butler / Power-Up automation (specification document)
lossyiPlan workflow automation rules are captured as human-readable specifications during scoping. Each rule is documented with its trigger condition, criteria, and resulting actions in a structured format that maps to Trello Butler commands or Power-Up automation constructs. We deliver the workflow specification as a written document for the customer's admin to implement in Trello; we do not build the automations as part of the standard migration scope. Rule ordering and execution priority are documented for manual sequencing in Trello.
iPlan
Report / Dashboard
Trello
External BI tool (specification document)
lossyiPlan report configurations and dashboard layouts use a proprietary visualization schema that cannot be directly transferred to Trello. We export the underlying data (project metrics, task completion rates, earned-value figures) as CSV files alongside migration, and we deliver a written specification document describing each original report's metrics, filters, and recommended visualization so the customer can rebuild in Trello's dashboard Power-Up, Google Data Studio, or another BI tool. We do not rebuild reports in the destination platform as part of standard scope.
| iPlan | Trello | Compatibility | |
|---|---|---|---|
| Project | Board or Workspace1:1 | Fully supported | |
| Task | Card1:1 | Fully supported | |
| Milestone | Card due date + Labellossy | Fully supported | |
| Subtask | Card Checklist1:many | Fully supported | |
| Resource | Workspace Member1:1 | Fully supported | |
| Custom Field | Custom Field1:1 | Fully supported | |
| Timesheet | Card Activity Log (description)1:1 | Fully supported | |
| Billing Record | Card description (financial summary)1:1 | Fully supported | |
| Knowledge Base | Card description + Google Drive / Confluence (external)1:1 | Mapping required | |
| Attachment | Card Attachment1:1 | Fully supported | |
| Workflow Rule | Butler / Power-Up automation (specification document)lossy | Fully supported | |
| Report / Dashboard | External BI tool (specification document)lossy | 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.
iPlan gotchas
Limited public API documentation creates migration extraction challenges
Custom workflow automation does not export in portable format
Earned-value and billing data depend on timesheet integrity
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 export file acquisition
We audit the iPlan instance for Projects, Tasks, Milestones, Subtasks, Resources, Timesheets, Custom Fields, and Knowledge Base content. We request export files or direct database access from the customer and perform schema discovery through available export utilities. We validate record counts per object, identify orphaned records (tasks with no parent project, timesheet entries with missing project references), and flag any data objects that cannot be reached through documented export paths. The discovery output is a written migration scope with a data inventory, a list of open questions per data object, and the recommended extraction method.
Trello workspace and board design
We design the Trello workspace structure based on the iPlan portfolio hierarchy. Each iPlan project becomes a Trello Board. For organizations with multiple related projects, we group boards into Workspaces by portfolio or department. We define the list structure for each board (default: Backlog, In Progress, Review, Done) and configure labels for priority, status, milestone, and custom category matching the iPlan data. We pre-create all custom fields on each board with correct types and enforce the 25-character name limit by confirming abbreviation rules with the customer.
Subtask transformation and custom field mapping
We transform iPlan subtasks into Trello card checklists, grouping by parent task and preserving completion status. We apply the custom field type mapping (formula fields become static text, rollup fields become number fields, date fields become Trello date custom fields). For iPlan resources, we extract name and email and prepare Workspace invitations. For timesheet data, we format entries as structured text for card description appending. This step is largely automated but requires QA review for any subtask trees exceeding 50 items per card.
Test migration and reconciliation
We run a full test migration into a Trello Workspace using the customer's test or staging environment. The customer's project lead reviews 25-50 randomly sampled cards against the source iPlan records, verifies that subtask checklists are complete, that due dates and assigned members are correct, and that custom field values match the source. We reconcile record counts (projects in, boards out; tasks in, cards out; subtasks in, checklist items out) and adjust mapping rules before the production migration. Any iPlan data objects that were flagged as unreachable during discovery are confirmed or excluded at this stage.
Production migration
We run production migration in record-dependency order: Workspace provisioning and member invitations, Boards per project, Custom Fields per board, Cards per task (with milestone cards tagged), Checklist items per subtask, Card attachments, and Knowledge Base content (as card descriptions or external links). We preserve iPlan activity timestamps in the card activity log. Each phase emits a row-count reconciliation report. For large attachments, we upload to the linked Google Drive or SharePoint folder and store the URL in the card description. We apply final label and list configuration for milestone and priority coding.
Cutover, validation, and automation handoff
We freeze iPlan writes during cutover, run a final delta migration of any records modified during the migration window, then enable Trello as the system of record. We deliver the Workflow Automation Rebuild Specification document mapping each iPlan rule to a Trello Butler command or Power-Up action, and the Report Rebuild Specification documenting the metrics from each iPlan report for external reconstruction. We support a one-week hypercare window for reconciliation issues. We do not rebuild workflows, automations, or reports inside Trello as part of standard migration scope.
Platform deep dives
iPlan
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 iPlan 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
iPlan: Not publicly documented.
Data volume sensitivity
iPlan 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
Pick a category, then your source and destination platforms.
Category
FAQ
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