Project Management migration

Migrate from BigPicture to Trello

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

BigPicture logo

BigPicture

Source

Trello

Destination

Trello logo

Compatibility

50%

6 of 12

objects map 1:1 between BigPicture and Trello.

Complexity

BStandard

Timeline

2-4 weeks

Rollback included Accuracy guarantee Field-level validation

Overview

What this migration involves

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.

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

BigPicture logo

BigPicture

What's pushing teams away

  • Pricing is opaque and scales per-user with no free or read-only tier, making it costly for organisations with large passive audiences in Jira.
  • Permissions and role configuration become disproportionately complex as team size grows, with no distinction between active collaborators and read-only viewers at the license level.
  • Export capabilities cap out at 2,000 tasks per operation, blocking teams that need to export full-programme data in a single pass.
  • Performance degrades noticeably on large instances, with known latency and timeout issues in certain versions.
  • Some teams find they outgrow the Jira-centric model and move to standalone PPM platforms with broader reporting and cross-system integration.

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 BigPicture objects map to Trello

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

maps to

Trello

Trello Board or Workspace

1:1
Fully supported

Each 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)

maps to

Trello

Trello Card

1:1
Fully supported

Jira 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)

maps to

Trello

Trello Workspace

1:many
Fully supported

BigPicture 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)

maps to

Trello

MS Project MPP/XML export + Trello Timeline Power-Up

lossy
Fully supported

BigPicture 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

maps to

Trello

Trello Board with List-by-sprint view

lossy
Fully supported

BigPicture 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)

maps to

Trello

Trello Card with Checklist hierarchy

lossy
Fully supported

BigPicture 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)

maps to

Trello

Trello Cards with custom fields

lossy
Fully supported

BigPicture 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

maps to

Trello

Trello Workload Power-Up (Premium)

lossy
Fully supported

BigPicture 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

maps to

Trello

Trello Workspace Member

1:1
Fully supported

BigPicture 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

maps to

Trello

Trello Card Attachment

1:1
Fully supported

Jira 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

maps to

Trello

Trello Label

1:1
Fully supported

Jira 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

maps to

Trello

Trello Card Comment

1:1
Fully supported

Jira 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.

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.

BigPicture logo

BigPicture gotchas

High

Export hard-capped at 2,000 tasks

High

Jira Index corruption bug in versions 8.21.0–8.25.0

Medium

No read-only licensing — every Jira user counts

Medium

BigPicture and bigpicture.io are different products

Medium

Permissions complexity increases non-linearly with team size

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

  • Field mapping must be set manually when BigPicture connects to Trello

    BigPicture's native Trello sync documentation states that Start Date and End Date fields are set to Not Synchronized by default when a Trello instance is first connected. Teams that used BigPicture's Gantt module to manage task timelines will find that the Jira Due Date field (the source for card due dates in Trello) does not automatically flow through. We extract the actual Jira custom field values and set them explicitly during import rather than relying on the BigPicture sync configuration. Additionally, BigPicture has no built-in due date field for Basic Tasks — the due date lives in the Jira issue itself, which must be explicitly mapped during extraction.

  • Trello API rate limit of 300 requests per 10 seconds requires batch control

    Trello's API enforces a hard limit of 300 requests per 10 seconds per API key. Large BigPicture migrations with thousands of Jira issues will hit this limit if records are submitted without chunking. We batch card imports in groups of 100 with a 10-second stagger between batches, implement exponential backoff on 429 responses, and track remaining rate-limit headroom before each batch. Migrations without this handling either fail silently (dropping cards) or return a cascade of 429 errors that stall the import mid-run.

  • BigPicture Gantt dependency links do not map to native Trello constructs

    BigPicture Gantt charts store finish-to-start, start-to-start, finish-to-finish, and start-to-finish dependencies with lead and lag times. Trello has no native dependency construct between cards. We export the full dependency graph to MS Project MPP/XML format and separately document the dependency pairs (predecessor and successor Jira issue keys) as a CSV for the customer to re-enter in a Timeline Power-Up or a third-party Gantt integration. Without this step, the critical path and scheduling logic embedded in the Gantt module is lost.

  • Scope and Risk module data requires structural transformation with no direct Trello analog

    BigPicture's Scope module creates hierarchical WBS trees that Trello cannot natively represent. We flatten these into card checklists with indentation levels, but deep hierarchies (more than 3 levels or more than 500 checklist items per card) exceed Trello's limits and must be split manually. Similarly, BigPicture Risk records with probability and impact fields require the Trello Custom Fields Power-Up (Premium tier) to preserve field-level structure; Standard and Free tiers only support labels, which cannot capture numeric risk scores. We identify every record that exceeds these limits during the scoping audit and flag them for manual remediation.

Migration approach

Six steps for a successful BigPicture to Trello data migration

  1. 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.

  2. 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.

  3. 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.

  4. 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.

  5. 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.

  6. 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

Context on both ends of the pair

BigPicture logo

BigPicture

Source

Strengths

  • Gantt chart, roadmap, and timeline views that native Jira lacks, usable in both Cloud and Data Center.
  • Portfolio-level Box structure groups multiple Jira projects under a single programme view.
  • Resource management and workload visualisation for PMO-level reporting.
  • Supports hybrid methodology — teams can run agile sprints and classic waterfall tasks within the same programme.
  • MS Project export (MPP, MPX, XML) enables interoperability with traditional project planning tools.

Weaknesses

  • No read-only license tier — every Jira user counts toward the BigPicture license count regardless of activity level.
  • Export to CSV/Excel caps at 2,000 tasks, limiting bulk data extraction for large programmes.
  • Permissions model becomes unwieldy at scale with no granular role separation between viewers and editors in the license.
  • Performance degrades on large Jira instances with heavy Box/Gantt module complexity.
  • Pricing requires direct sales contact, creating friction for evaluation and budget planning.
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 BigPicture 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

    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

    B

    BigPicture doesn't expose a bulk API — REST + parallelization used for high-volume runs.

Estimator

Estimate your BigPicture 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 BigPicture to Trello data migrations

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

Can't find your answer?

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Most migrations land between two and four weeks for Jira instances with fewer than 5,000 issues and no Gantt, Scope, or Risk modules in scope. Migrations with active Gantt dependencies, deep Scope trees, or large Risk registers require an additional one to two weeks for MS Project export, dependency documentation, and manual WBS re-entry planning, bringing the total to six to ten weeks. Jira instance size, BigPicture module complexity, and Trello API rate-limit batch handling are the primary timeline drivers.

Adjacent paths

Related migrations to explore

Ready when you are

Move from BigPicture.
Land in Trello, intact.

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