Project Management migration
Field-level mapping, validation, and rollback between BigPicture and Trello. We move data and schema; workflows are rebuilt natively in Trello.
BigPicture
Source
Trello
Destination
Compatibility
6 of 12
objects map 1:1 between BigPicture and Trello.
Complexity
BStandard
Timeline
2-4 weeks
Overview
BigPicture is a Jira plugin that layers portfolio-level views on top of Jira issues; it does not own its own data store. Migrating to Trello therefore begins with a Jira data extraction pass and ends with a board-and-card reconstruction in Trello. We extract issues through Jira's REST API, preserve Gantt dependencies as MS Project MPP/XML for re-import into a Timeline Power-Up, map Box-to-project hierarchies to Board-and-List structures, and flatten Scope trees and Risk registers into card checklists with labeled custom fields. Trello's API rate limit of 300 requests per 10 seconds requires batch chunking on any migration exceeding a few hundred records. We do not migrate BigPicture's module configurations, Jira Workflows, or the BigPicture-specific permission matrix as code; we deliver written inventories for the customer's admin to rebuild in Trello's Butler or Workspace settings.
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 BigPicture 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.
BigPicture
Jira Project
Trello
Trello Board or Workspace
1:1Each Jira project in BigPicture becomes a Trello Board within the customer's Workspace. If multiple Jira projects share a Box in BigPicture, they map to separate Trello Boards; the Box-level grouping is documented in a written Workspace structure inventory for the customer to apply in Trello manually post-migration. Board descriptions carry the original Jira project key as a reference field.
BigPicture
Jira Issue (Task)
Trello
Trello Card
1:1Jira issues are the atomic data unit and migrate 1:1 to Trello Cards. The Jira issue Summary maps to Card name; Description maps to Card description (preserved as plain text or Markdown depending on source formatting); Status maps to a Trello List (created per Jira status category). Assignee maps to a Trello Member lookup by email. The Jira issue key is preserved in a Card custom field for cross-reference. Custom fields on the Jira issue carry through as Trello custom fields (requires Premium Power-Up on Standard tier).
BigPicture
Box (Portfolio container)
Trello
Trello Workspace
1:manyBigPicture Boxes are top-level portfolio containers that hold multiple Jira projects. There is no direct Trello equivalent. We document the Box-to-project membership in a written structure inventory, split the Box contents into their constituent Trello Boards, and flag which Boards belong to the same original Box so the customer can optionally use Trello Workspace tags or a naming convention to preserve the grouping.
BigPicture
Gantt Module (timeline, dependencies, constraints)
Trello
MS Project MPP/XML export + Trello Timeline Power-Up
lossyBigPicture Gantt data — including start/end dates, duration, dependencies (finish-to-start, start-to-start), constraints, and critical path — is stored as BigPicture module data on top of Jira issues. We export to MS Project MPP/XML format (BigPicture's supported export format) preserving all dependency links, then map to Trello using a Timeline Power-Up or documented manual re-entry. Jira issue start and end dates carry forward as Card due dates where available; BigPicture-specific timeline fields (Baseline Start, Baseline Finish, Constraint Date) are preserved in the MS Project file and flagged in the export summary.
BigPicture
Roadmap Module
Trello
Trello Board with List-by-sprint view
lossyBigPicture Roadmap views are constructed from Box and project timeline data. We preserve the roadmap view structure and issue-to-timeline mapping as a written inventory with Jira issue keys, timeline positions, and milestones. The roadmap itself does not have a native Trello equivalent; we recommend the customer rebuild using Trello Calendar Power-Up (mapping card due dates to calendar events) or a third-party roadmap tool linked back to the Trello boards.
BigPicture
Scope Module (Work Breakdown Structure)
Trello
Trello Card with Checklist hierarchy
lossyBigPicture Scope trees are hierarchical WBS structures attached to Jira issues. We flatten them into Trello Card checklists, preserving parent-child relationships as checklist item indentation levels. Each WBS level beyond the top task becomes a checklist entry. Items that cross card boundaries are documented with cross-references so the customer can recreate the full WBS view in Trello or a linked tool. Large Scope trees may exceed Trello's 500-checklist-item-per-card limit; we flag these records for manual splitting.
BigPicture
Risk Register (Risks module)
Trello
Trello Cards with custom fields
lossyBigPicture Risks are tracked with probability, impact, status, owner, and mitigation fields. We map these to Trello Cards with a custom fields Power-Up: probability as a number or select field, impact as a select field, status as a label colour, owner as a Member assignment, and mitigation as a Card description section. Risk Register structure (the list of all risks) is preserved as a dedicated Trello Board with one Card per risk.
BigPicture
Resource and Workload data
Trello
Trello Workload Power-Up (Premium)
lossyBigPicture resource allocation data — capacity, utilisation, and member workload — has no direct Trello equivalent on Standard or Free tiers. We preserve the allocation data as a written resource inventory (CSV export) with member names, project assignments, and utilisation percentages. On Premium tiers, the Trello Workload Power-Up provides a basic capacity view. The customer decides during scoping whether to use the Power-Up or maintain resource planning in a separate spreadsheet.
BigPicture
BigPicture Team
Trello
Trello Workspace Member
1:1BigPicture teams group members and assign them to work packages. We extract team membership and assignment records and map them to Trello Workspace Members by email match. Any BigPicture team without a matching Trello member goes to a reconciliation queue. Trello's Workspace-level permissions (Admin, Normal, Observer) do not map directly to BigPicture roles; we document the role-to-permission mapping for the customer to configure post-migration.
BigPicture
Jira Attachment
Trello
Trello Card Attachment
1:1Jira issue attachments are standard Jira files accessible via the Jira REST API. We download and re-upload attachments to the corresponding Trello Card. Attachment filenames and timestamps are preserved. Large binary attachments (>10 MB) may be blocked by Trello's file size limits; we flag these individually and recommend an alternative storage reference (link to Jira Cloud, Google Drive, or Confluence).
BigPicture
Jira Label
Trello
Trello Label
1:1Jira labels map directly to Trello Labels. Label names and colours carry through. If the BigPicture migration includes label-based categorisation for Risks, Scope items, or milestones, we preserve the label taxonomy in a written inventory so the customer can recreate it in Trello with consistent colour coding.
BigPicture
Jira Comment
Trello
Trello Card Comment
1:1Jira issue comments migrate as Trello Card Comments with author name, timestamp, and comment body preserved. Author is mapped to the corresponding Trello member where an email match exists; otherwise the original Jira author name is retained as plain text.
| BigPicture | Trello | Compatibility | |
|---|---|---|---|
| Jira Project | Trello Board or Workspace1:1 | Fully supported | |
| Jira Issue (Task) | Trello Card1:1 | Fully supported | |
| Box (Portfolio container) | Trello Workspace1:many | Fully supported | |
| Gantt Module (timeline, dependencies, constraints) | MS Project MPP/XML export + Trello Timeline Power-Uplossy | Fully supported | |
| Roadmap Module | Trello Board with List-by-sprint viewlossy | Fully supported | |
| Scope Module (Work Breakdown Structure) | Trello Card with Checklist hierarchylossy | Fully supported | |
| Risk Register (Risks module) | Trello Cards with custom fieldslossy | Fully supported | |
| Resource and Workload data | Trello Workload Power-Up (Premium)lossy | Fully supported | |
| BigPicture Team | Trello Workspace Member1:1 | Fully supported | |
| Jira Attachment | Trello Card Attachment1:1 | Fully supported | |
| Jira Label | Trello Label1:1 | Fully supported | |
| Jira Comment | Trello Card Comment1:1 | 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.
BigPicture gotchas
Export hard-capped at 2,000 tasks
Jira Index corruption bug in versions 8.21.0–8.25.0
No read-only licensing — every Jira user counts
BigPicture and bigpicture.io are different products
Permissions complexity increases non-linearly with team size
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
Jira extraction audit
We audit the source Jira instance through its REST API to identify all Jira projects in scope, issue counts by project, custom field configurations, BigPicture Box-to-project membership, Gantt module presence, Scope tree depth, Risk register size, and the Jira user accounts referenced as assignees and owners. We also confirm the BigPicture version and check whether the Jira Index corruption bug (versions 8.21.0-8.25.0) affects the instance, requiring an upgrade before export. The audit output is a written data inventory with record counts, field inventory, and a migration feasibility assessment.
Trello destination design
We design the Trello destination structure: Workspace name and visibility settings, Board names (mapped from Jira project names or Box names), List names (mapped from Jira status categories or sprint names), Label taxonomy (mapped from Jira labels and BigPicture module tags), and Member invitations (mapped from Jira user accounts by email). We identify any BigPicture module data (Risks, Scope trees, Gantt dependencies) that requires the Custom Fields Power-Up, Timeline Power-Up, or Workload Power-Up and confirm the customer's Trello tier supports these before proceeding.
Jira issue export and transformation
We export all Jira issues in scope through the Jira REST API, preserving Summary, Description, Status, Assignee (by email), Reporter, Labels, Due Date (Jira native Due Date field), created and updated timestamps, custom field values, and attachments. For each issue, we resolve the BigPicture Box membership and Gantt timeline data (start date, end date, dependency references). We transform the exported JSON into Trello Card creation payloads, mapping Jira custom field types to Trello custom field types (text, number, date, select, multi-select) where the Custom Fields Power-Up is available.
Trello board and card creation
We create Trello Boards and Lists via the Trello REST API in dependency order: Workspace (created or identified by name), Boards (one per Jira project or Box), Lists (one per Jira status category). We then create Cards in batches of 100, staggering each batch by 10 seconds to stay within the 300 req/10s rate limit. Attachments are uploaded to each Card after the Card creation payload is confirmed. Member assignments are resolved by email lookup. Comments are added after the parent Card is confirmed, preserving author and timestamp.
BigPicture module data export and documentation
We export Gantt module data as MS Project MPP/XML, preserving dependencies, constraints, critical path markers, and baseline dates. We export Risk register data as a structured CSV with probability, impact, status, owner, and mitigation fields. We export Scope tree data as a nested CSV (WBS level, parent issue key, task name) for manual re-entry into Trello card checklists or a third-party tool. All three exports are delivered as separate files with a mapping guide explaining how each record maps to the newly created Trello Cards.
Validation, delta pass, and handoff
We run a record-count reconciliation: Jira issues exported versus Trello Cards created, Labels counted versus Labels applied, Attachments counted versus Attachments uploaded. We perform a spot-check of 30-50 random Cards comparing Jira source fields to Trello destination fields for accuracy. Any Cards missing due dates (because the Jira Due Date was not mapped) are flagged in a separate report. We run a final delta pass to capture any Jira issues modified during the migration window. We deliver the MS Project export, Risk CSV, and Scope WBS CSV with a handoff guide. We do not rebuild Jira Workflows or BigPicture permissions in Trello as part of standard scope.
Platform deep dives
BigPicture
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 BigPicture 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
BigPicture: Governed by Jira Cloud API limits. Jira Cloud REST API enforces per-tenant rate limits (typically 0–100 req/min depending on plan). Jira Data Center has no fixed rate limit but is constrained by server capacity..
Data volume sensitivity
BigPicture 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
Answers to the questions buyers ask most during BigPicture to Trello migration scoping. Not seeing yours? Book a call.
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